Double C–S bond formation via multiple Csp3–H bond cleavage: synthesis of 4-hydroxythiazoles from amides and elemental sulfur under metal-free conditions. Issue 46 (11th November 2021)

• Record Type: Journal Article
• Authors: Chen, Liang; Xuchen, Xinyu; Wang, Fei; Yang, Yuan; Deng, Guobo; Liu, Yilin; Liang, Yun
• Is Part Of: Organic & biomolecular chemistry. Volume 19:Issue 46(2021)
• Page Start: 10068
• Page End: 10072
• Publication Date: 2021-11-11
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d1ob01989a
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A convenient and practical approach for the synthesis of 4-hydroxythiazoles from amides and elemental sulfur is described via the cleavage of multiple Csp 3 –H bonds under metal-free conditions. Abstract : A novel and efficient approach for the synthesis of 4-hydroxythiazoles from amides and elemental sulfur has been developed. In the presence of P2 O5, DMSO and HMPA, this metal-free protocol proceeds smoothly and tolerates a spectrum of functional groups. Furthermore, this strategy involves the process of double Csp 3 –S bond formation through the cleavage of multiple Csp 3 –H bonds for the first time.