{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,25]],"date-time":"2026-09-25T09:02:06Z","timestamp":1790326926822,"version":"4.1.0"},"reference-count":33,"publisher":"MDPI AG","issue":"19","license":[{"start":{"date-parts":[[2026,9,25]],"date-time":"2026-09-25T00:00:00Z","timestamp":1790294400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Int. J. Mol. Sci.","IJMS"],"abstract":"<jats:p>Five-membered N,S-heterocyclic 2-thiazolines are important scaffolds in natural products, pharmaceuticals, food flavors, and chiral ligands. Due to their extensive applications, the synthesis of these valuable molecules has been widely investigated in recent years. Despite advances, efficient methods that avoid expensive\/toxic reagents and harsh conditions, while delivering high yields, are still needed. In this study, we developed an efficient synthetic route to two kinds of 2-substituted thiazolines via a tandem reaction that constructs both exocyclic C\u2013X (X = S or P) and endocyclic C\u2013S bonds. A relatively diverse range of 2-(organothio)thiazolines and 2-phosphorylthiazolines were obtained in moderate to high yields under mild conditions from commercially available S\/P-nucleophiles and 2-chloroethyl isothiocyanate in the presence of a common base. This tandem C\u2013X\/C\u2013S bond formation methodology features generally high output, rapid conversion, and good substrate scope under mild and operationally simple conditions.<\/jats:p>","DOI":"10.3390\/ijms27198563","type":"journal-article","created":{"date-parts":[[2026,9,25]],"date-time":"2026-09-25T08:09:02Z","timestamp":1790323742000},"page":"8563","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Synthesis\u00a0of 2-Substituted Thiazolines via Efficient Tandem C\u2013X\/C\u2013S Bond Formation"],"prefix":"10.3390","volume":"27","author":[{"given":"Xuehui","family":"Zhang","sequence":"first","affiliation":[{"name":"State Key Laboratory of Chemistry for NBC Hazards Protection, Beijing 102205, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Shuo","family":"Wang","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Chemistry for NBC Hazards Protection, Beijing 102205, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Wenjie","family":"Liu","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Chemistry for NBC Hazards Protection, Beijing 102205, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yajie","family":"Fu","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Chemistry for NBC Hazards Protection, Beijing 102205, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Junchen","family":"Li","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Chemistry for NBC Hazards Protection, Beijing 102205, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Enxue","family":"Shi","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Chemistry for NBC Hazards Protection, Beijing 102205, China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2026,9,25]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"1243","DOI":"10.1021\/jo00085a006","article-title":"Structure of Curacin A, a Novel Antimitotic, Antiproliferative, and Brine Shrimp Toxic Natural Product from the Marine Cyanobacterium Lyngbya majuscula","volume":"59","author":"Gerwick","year":"1994","journal-title":"J. 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