N‐Heterocyclic Carbene‐Catalyzed in situ Activation of Alkynyl Acids for C−S Bond Formation: Access to Imidazo[2,1‐b][1,3]thiazinones,Advanced Synthesis & Catalysis

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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
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2018-10-12 , DOI: 10.1002/adsc.201800857
Kewen Sun ₁ , Shiyi Jin ₁ , Jindong Zhu ₁ , Xinmiao Zhang ₁ , Maoyu Gao ₁ , Wanqi Zhang ₁ , Tao Lu ₁ , Ding Du ₁

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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.

中文翻译：

N-杂环碳烯催化炔酸活化形成C-S键：进入咪唑并[2,1-b] [1,3]噻嗪酮

炔酸首先通过原位活化策略用作炔基酰基la唑前体，以便在正式的[3 + 3]环空中有效构建碳硫键。该方案为合成咪唑并[2,1– b ] [1,3]噻嗪酮骨架提供了直接而快速的途径，该骨架是在许多生物活性化合物中经常发现的有用的杂环类。该反应还具有可扩展性，易于获得的材料以及在露天中易于操作的优点。

更新日期：2018-10-12

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