{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,4]],"date-time":"2026-09-04T14:23:40Z","timestamp":1788531820519,"version":"build-2803163510"},"reference-count":47,"publisher":"American Chemical Society (ACS)","issue":"35","license":[{"start":{"date-parts":[[2026,8,26]],"date-time":"2026-08-26T00:00:00Z","timestamp":1787702400000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2026,8,26]],"date-time":"2026-08-26T00:00:00Z","timestamp":1787702400000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2026,8,26]],"date-time":"2026-08-26T00:00:00Z","timestamp":1787702400000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-045"}],"funder":[{"DOI":"10.13039\/501100011447","name":"Science and Technology Department of Henan Province","doi-asserted-by":"publisher","award":["252102310392"],"award-info":[{"award-number":["252102310392"]}],"id":[{"id":"10.13039\/501100011447","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100017278","name":"Nanyang Institute of Technology","doi-asserted-by":"publisher","award":["2025120"],"award-info":[{"award-number":["2025120"]}],"id":[{"id":"10.13039\/501100017278","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["22301148"],"award-info":[{"award-number":["22301148"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Science and Technology Bureau of Nanyang City","award":["24KJGG063"],"award-info":[{"award-number":["24KJGG063"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2026,9,4]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>We herein report a facile and efficient base-promoted annulation approach to construct cyclopropyl carbocyclic purine nucleoside analogues. Using \u03b1-purine-substituted acetones\/acetophenones as challenging dinucleophiles, this reaction undergoes selective C\/C nucleophilic attack to achieve [2 + 1] annulation with alkenyl sulfonium salts (up to 92% yield, 24 examples). This reaction employs safer and more readily available starting materials, proceeds under transition-metal-free and mild conditions, and possesses broad functional group tolerance, thus showing great potential for practical applications in nucleoside chemistry.<\/jats:p>","DOI":"10.1021\/acs.joc.6c01208","type":"journal-article","created":{"date-parts":[[2026,9,1]],"date-time":"2026-09-01T06:16:37Z","timestamp":1788243397000},"page":"12010-12015","source":"Crossref","is-referenced-by-count":0,"title":["Synthesis of Cyclopropyl\nCarbocyclic Purine Nucleosides\nvia Base-Promoted [2 + 1] Annulation of Alkenyl Sulfonium Salts"],"prefix":"10.1021","volume":"91","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-6942-0164","authenticated-orcid":true,"given":"Ke-Xin","family":"Huang","sequence":"first","affiliation":[{"name":"Nanyang Institute of Technology , , , ,","place":["Nanyang, Henan, China, 473000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ke-Xin","family":"Zhang","sequence":"additional","affiliation":[{"name":"Nanyang Institute of Technology , , , ,","place":["Nanyang, Henan, China, 473000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Chang-Yin","family":"Li","sequence":"additional","affiliation":[{"name":"Nanyang Institute of Technology , , , ,","place":["Nanyang, Henan, China, 473000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Long-Hui","family":"Ma","sequence":"additional","affiliation":[{"name":"Nanyang Institute of Technology , , , ,","place":["Nanyang, Henan, China, 473000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zhao-Yang","family":"Chen","sequence":"additional","affiliation":[{"name":"Nanyang Institute of Technology , , , ,","place":["Nanyang, Henan, China, 473000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Bing-Ke","family":"Li","sequence":"additional","affiliation":[{"name":"Nanyang Institute of Technology , , , ,","place":["Nanyang, Henan, China, 473000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xin-He","family":"Yang","sequence":"additional","affiliation":[{"name":"Xuchang University , , , ,","place":["Xuchang, Henan, China, 461000"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,8,26]]},"reference":[{"key":"2026090408095858100_cit1a","doi-asserted-by":"publisher","first-page":"5056","DOI":"10.1039\/c3cs00003f","article-title":"Advances in the enantioselective synthesis of carbocyclic\nnucleosides","volume":"42","author":"Boutureira","year":"2013","journal-title":"Chem. 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Chem."},{"key":"2026090408095858100_cit11b","doi-asserted-by":"publisher","first-page":"6746","DOI":"10.1021\/acs.orglett.3c02653","article-title":"Regioselective synthesis of N-vinyl pyrazoles from\nvinyl sulfonium salts with diazo compounds","volume":"25","author":"Wang","year":"2023","journal-title":"Org. Lett."},{"key":"2026090408095858100_cit11c","doi-asserted-by":"publisher","first-page":"10066","DOI":"10.1021\/acs.joc.4c00910","article-title":"[3 + 2] Cycloaddition\nreaction of vinylsulfonium salts with hydrazonoyl halides: synthesis\nof pyrazoles","volume":"89","author":"Luo","year":"2024","journal-title":"J. Org. 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Chem."},{"key":"2026090408095858100_cit14","doi-asserted-by":"publisher","first-page":"12215","DOI":"10.1039\/D5CC02324F","article-title":"Sulfonium triggered one-pot synthesis\nof dihydrofurans\nvia [3 + 2] annulation of alkenes and active methylene compounds","volume":"61","author":"Yang","year":"2025","journal-title":"Chem. Commun."},{"key":"2026090408095858100_cit15","doi-asserted-by":"publisher","first-page":"211","DOI":"10.1007\/s12539-015-0263-z","article-title":"Conformational preferences\nof \u03c0-\u03c0 stacking between ligand\nand protein, analysis derived from crystal structure data geometric\npreference of \u03c0-\u03c0 interaction","volume":"7","author":"Zhao","year":"2015","journal-title":"Interdiscip\nSci. Comput. 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Catal."},{"key":"2026090408095858100_cit17d","doi-asserted-by":"publisher","first-page":"11649","DOI":"10.1039\/D0CC04536E","article-title":"Synthesis of chiral pyrimidine-substituted\ndiester D-A cyclopropanes via asymmetric cyclopropanation of phenyliodonium\nylides","volume":"56","author":"Wang","year":"2020","journal-title":"Chem. Commun."},{"key":"2026090408095858100_cit17e","doi-asserted-by":"publisher","first-page":"12585","DOI":"10.1021\/acs.joc.5c01138","article-title":"Synthesis of cyclopropyl carbocyclic nucleosides via\nP(NMe2)3-mediated reductive cyclopropanation","volume":"90","author":"Huang","year":"2025","journal-title":"J. Org. Chem."}],"container-title":["The Journal of Organic Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acs.joc.6c01208","content-type":"application\/pdf","content-version":"vor","intended-application":"unspecified"},{"URL":"https:\/\/pubs.acs.org\/joceah\/article-pdf\/91\/35\/12010\/67411690\/acs.joc.6c01208.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"syndication"},{"URL":"https:\/\/pubs.acs.org\/joceah\/article-pdf\/91\/35\/12010\/67411690\/acs.joc.6c01208.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,9,4]],"date-time":"2026-09-04T13:48:52Z","timestamp":1788529732000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/joceah\/article\/91\/35\/12010\/5329248\/Synthesis-of-Cyclopropyl-Carbocyclic-Purine"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,8,26]]},"references-count":47,"journal-issue":{"issue":"35","published-online":{"date-parts":[[2026,8,26]]},"published-print":{"date-parts":[[2026,9,4]]}},"URL":"https:\/\/doi.org\/10.1021\/acs.joc.6c01208","relation":{},"ISSN":["0022-3263","1520-6904"],"issn-type":[{"value":"0022-3263","type":"print"},{"value":"1520-6904","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,8,26]]}}}