{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,3,28]],"date-time":"2026-03-28T04:25:11Z","timestamp":1774671911593,"version":"3.50.1"},"reference-count":8,"publisher":"MDPI AG","issue":"4","license":[{"start":{"date-parts":[[2006,3,27]],"date-time":"2006-03-27T00:00:00Z","timestamp":1143417600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/3.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>2,6-Dichloro-9-thiabicyclo[3.3.1]nonane, easily available by an improved condensation of sulfur dichloride, sulfuryl chloride, and 1,5-cyclooctadiene, is a well- behaved scaffold for the nucleophilic substitution of azides and cyanides via neighboring- group participation by the sulfur atom. The products are isolated in high yields with purity &gt;95% by simple extraction and washing protocols.<\/jats:p>","DOI":"10.3390\/11040212","type":"journal-article","created":{"date-parts":[[2008,10,25]],"date-time":"2008-10-25T13:32:11Z","timestamp":1224941531000},"page":"212-218","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":16,"title":["2,6-Dichloro-9-thiabicyclo[3.3.1]nonane: Multigram Display of Azide and Cyanide Components on a Versatile Scaffold"],"prefix":"10.3390","volume":"11","author":[{"given":"David D\u00edaz","family":"D\u00edaz","sequence":"first","affiliation":[{"name":"Departamento de Qu\u00edmica Org\u00e1nica, Universidad Aut\u00f3noma de Madrid, 28049\r\n\t\t\t\t\t\t\t\t\t\t\t\tMadrid, Spain"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Antonella","family":"Converso","sequence":"additional","affiliation":[{"name":"Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research\r\n\t\t\t\t\t\t\t\t\t\t\t\t\tInstitute, 10550 N. Torrey Pines Rd., La Jolla, California 92037, USA"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"K. Barry","family":"Sharpless","sequence":"additional","affiliation":[{"name":"Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research\r\n\t\t\t\t\t\t\t\t\t\t\t\t\t\tInstitute, 10550 N. Torrey Pines Rd., La Jolla, California 92037, USA"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"M. G.","family":"Finn","sequence":"additional","affiliation":[{"name":"Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research\r\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\tInstitute, 10550 N. Torrey Pines Rd., La Jolla, California 92037, USA"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2006,3,27]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","unstructured":"(a)\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Weil\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t              E. D.\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Smith\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t              K.J.\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Gruber\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t              R.J.\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t          Transannular Addition of Sulfur Dichloride to Cyclooctadienes\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t          J. Org. Chem.\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t          31\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t          1966\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t          1669\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t          1682\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t        \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t         (b)\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Converso\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t              A.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Burow\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t              K.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Marzinzik\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t              A.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Sharpless\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t              K.B.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Finn\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t              M.G.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t          2,6-Dichloro-9-thiabicyclo[3.3.1]nonane: a Privileged, Bivalent Scaffold for the Display of Nucleophilic Components\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t          J. Org. Chem.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t          2001\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t          66\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t          4386\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t          4392\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t         \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t         (c)\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Converso\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t              A.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Saaidi\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t              P.-L.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Sharpless\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t              K.B.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Finn\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t              M.G.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t          Nucleophilic Substitution by Grignard Reagents on Sulfur Mustards\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t          J. Org. Chem.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t          2004\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t          69\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t          7336\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t          7339","DOI":"10.1021\/jo015632y"},{"key":"ref_2","unstructured":"(a)\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t         \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Lautenschlaeger\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              F.\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          The Reaction of Bicyclo[2.2.1]-2,5-heptadiene with Sulfur Dichloride          \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          1966\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t  31\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          1679\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          1682 \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t        \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t         (b)\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Corey\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              E. J.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Block\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              E.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          New Synthetic Approaches to Symmetrical Sulfur-Bridged Carbocycles\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          J. Org. Chem.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          1966\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          31\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          1663\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          1668\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t        \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t         (c)\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Lautenschlaeger\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              F.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          Reaction of Sulfur Dichloride with Cyclic Polyolefins\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          J. Org. Chem.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          1968\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          33\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          2627\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          2633\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t        \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t         (d)\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Tolstikov\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              G. A.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Lerman\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              B.M.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Komissarova\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              N.G.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          Reaction of Sulfur Halides with Unsaturated Compounds. XXI. Intermolecular Cyclization of Dienes with Sulfur Dichloride. Synthesis of New Macrothiacyclanes\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          Zh. Org. Khim.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          1984\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          20\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          78\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          86\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t        \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t         (e)\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Novitskaya\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              N.N.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Kantyukova\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              R.G.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Tolstikov\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              G.A.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          Reaction of Sulfur Halides with Unsatured Compounds. VII. Addition of Sulfur Dichloride with Cyclohexene\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          Zh. Ob. Khim.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          1974\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          44\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          2732\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          2738\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t        \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t         (f)\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Capozzi\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              G.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Modena\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              G.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Pasquato\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              L.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t                    \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          The Chemistry of Sulfenic Acids and Their Derivatives\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t  \t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Patai\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              S.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\t\t\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t  Wiley\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          Chichester\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          1990\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          Chapter 10"},{"key":"ref_3","doi-asserted-by":"crossref","unstructured":"(a)\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Kolb\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              H.C.\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Finn\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              M.G.\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Sharpless\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              K.B.\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          Click Chemistry: Diverse Chemical Function from a Few Good Reactions\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          Angew. Chem. Int. Ed.\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          40\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          2001\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          2004\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          2021\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t        \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t         (b)\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Rostovtsev\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              V.V.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Green\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              L.G.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Fokin\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              V.V.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Sharpless\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              K.B.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          A Stepwise Huisgen Cycloaddition Process: Copper(I)-Catalyzed Regioselective Ligation of Azides and Terminal Alkynes\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          Angew. Chem. Int. Ed.\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          2002\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          41\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          2596\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          2599","DOI":"10.1002\/1521-3773(20020715)41:14<2596::AID-ANIE2596>3.0.CO;2-4"},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"120","DOI":"10.15227\/orgsyn.070.0120","article-title":"9-Thiabicyclo[3.3.1]nonane-2,6-dione","volume":"70","author":"Bishop","year":"1992","journal-title":"Org. Syn."},{"key":"ref_5","unstructured":"(a)\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Lautenschlaeger\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              F.\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          Reaction of Sulfur Dichloride with cis,cis-1,5-Cyclooctadiene\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          Can. J. Chem.\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          44\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          1966\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          2813\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          2817\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t        \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t         (b)\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Prof.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              E.D.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          Weil (Brooklyn Polytechnic University) has kindly pointed out to us that sulfur dichloride may be stabilized by the addition of 0.1% phosphorus trichloride prior to distillation. See: Kunkel, K.E.; Rosenberg, D.S\t\t  \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          U.S. Pat.\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t  3,219,413\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          1965\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          Schmadebeck, J.H. U.S. Pats. 3,071,441 and 3,071,442 (1963), and Rossler, R.J.; Whitt, F.R. J. Appl. Chem. 1960, 10, 229-237.  We do not know how this material performs in reactions with 1,5-cyclooctadiene\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t        \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t         (c)\t\t     \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          The use of commercial SCl2, described in Weil, E.D.; Smith, K.J\t\t  \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          U.S. Pat.\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t  3,644,415\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          1972\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          gave erratic results in our hands"},{"key":"ref_6","doi-asserted-by":"crossref","unstructured":"(a)\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Lautenschlaeger\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              F.\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          Stereochemical Aspects of \u03b1- and \u03b2-Substituted Sulfides. Tricyclic Sulfonium Salt Structures\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          Int. J. Sulfur Chem., Part C\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          6\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          1971\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          155\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          158\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t        \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t         (b)\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Lautenschlaeger\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              F.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          Structure of Polymers Obtained from Sulfur Monochloride and Olefins Containing Sulfonium Salt Structures\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          J. Polym. Sci., Part A-1\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          1971\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          9\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          377\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          385\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t        \n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t         (c)\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              Lautenschlaeger\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t              F.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t            \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          \t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          Synthesis of Episulfides from Olefins and Sulfur Monochloride\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          J. Org. Chem.\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          1969\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          34\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          3991\t\t\t\t\n\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t\t          3998","DOI":"10.1002\/pol.1971.150090212"},{"key":"ref_7","first-page":"26","article-title":"Synthesis and Intiinflammatory Activity of 9-Thiabicyclo[3.3.1]nonanes","volume":"31","author":"Tolstikov","year":"1997","journal-title":"Khim.-Farm. Zh."},{"key":"ref_8","unstructured":"(1976). For an extensive treatment of sulfur as a neighboring group, see: Capon, B.; McManus, S. P. Neighboring Group Participation, Plenum Press."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/11\/4\/212\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T22:24:40Z","timestamp":1760221480000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/11\/4\/212"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2006,3,27]]},"references-count":8,"journal-issue":{"issue":"4","published-online":{"date-parts":[[2006,4]]}},"alternative-id":["11040212"],"URL":"https:\/\/doi.org\/10.3390\/11040212","relation":{},"ISSN":["1420-3049"],"issn-type":[{"value":"1420-3049","type":"electronic"}],"subject":[],"published":{"date-parts":[[2006,3,27]]}}}