对对甲苯磺酰甲基异氰酸酯(TosMIC)的最新进展和应用。

Recent advances and applications of p-toluenesulfonylmethyl isocyanide (TosMIC).

机构信息

School of Chemical Sciences, Mahatma Gandhi University, Priyadarsini Hills, Kottayam, Kerala 686 560, India.

出版信息

Org Biomol Chem. 2019 Jul 17;17(28):6735-6747. doi: 10.1039/c9ob00847k.

Abstract

Since its introduction in 1972, TosMIC (p-toluenesulfonylmethyl isocyanide) has been recognised as an important building block in organic synthesis and a wide range of reaction strategies have been reported. This review article encompasses literature starting from 2011 and highlights the uniqueness of the TosMIC reagent in an assortment of synthetic methodologies. The advances in classical methodologies involving p-toluenesulfonylmethyl isocyanide which allow for the effortless synthesis of many simple/fused heterocycles via cycloaddition, regio- and stereo-selective, cascade/domino/tandem multicomponent, and metal catalyzed reactions and some natural products are presented in this review. This concise review provides a brief introduction about the reagent and its synthetic importance and flexibility in various reactions.

摘要

自 1972 年引入以来,TosMIC(对甲苯磺酰甲基异氰酸酯)已被公认为有机合成中的重要构建模块,并且已经报道了广泛的反应策略。本文综述涵盖了自 2011 年以来的文献,突出了 TosMIC 试剂在各种合成方法中的独特性。本文介绍了涉及对甲苯磺酰甲基异氰酸酯的经典方法的进展,这些方法通过加成反应、区域和立体选择性、级联/多米诺/串联多组分和金属催化反应以及一些天然产物,轻松地合成了许多简单/稠合杂环。这篇简洁的综述简要介绍了该试剂及其在各种反应中的合成重要性和灵活性。

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