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N‐Heterocyclic Carbene‐Catalyzed in situ Activation of Alkynyl Acids for C−S Bond Formation: Access to Imidazo[2,1‐ b ][1,3]thiazinones
Author(s) -
Sun Kewen,
Jin Shiyi,
Zhu Jindong,
Zhang Xinmiao,
Gao Maoyu,
Zhang Wanqi,
Lu Tao,
Du Ding
Publication year - 2018
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201800857
Subject(s) - chemistry , annulation , carbene , catalysis , sulfur , combinatorial chemistry , in situ , stereochemistry , medicinal chemistry , organic chemistry
Alkynyl acids are first utilized as alkynyl acylazolium precursors through an in situ activation strategy for the efficient construction of carbon‐sulfur bond in a formal [3+3] annulation. This protocol offers a direct and rapid pathway for the synthesis of imidazo[2,1‐ b ][1,3]thiazinone skeleton, a useful heterocyclic class frequently found in many bioactive compounds. This reaction also has the advantages of scalability, readily available materials, and simple manipulation in open air.