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过渡金属催化的-烷氧基羰氨基吲哚的 C-H 官能化反应。

The C-H functionalization of -alkoxycarbamoyl indoles by transition metal catalysis.

机构信息

Department of Chemistry, University of North Bengal, Darjeeling - 734013, India.

出版信息

Org Biomol Chem. 2021 Sep 29;19(37):7949-7969. doi: 10.1039/d1ob01121a.

Abstract

Indole and its congeners are ubiquitous nitrogen-containing organic scaffolds present in a plethora of natural products, marketed drugs, and other organic functional molecules. Recent years have witnessed tremendous advances in the diversification of this motif and its biological applications transition-metal-catalyzed auxiliary assisted site-selective inert C-H functionalization. In this burgeoning field, -methoxy/ethoxy/pivaloxy amide functionality has emerged as a most potent auxiliary/DG (directing group) for a wide range of C-C and C-heteroatom bond formations, providing a new advance for forging structurally fabricated polycyclic indole frameworks. This review aims to highlight evolved transformations, like arylation, alkylation, alkenylation, allylation, amidation, difluorovinylation, deuteration, hydroarylation, ., and the applications of -alkoxycarbamoyl indole derivatives made within the period of 2014-August 2021. Additionally, explicit mechanistic underpinnings have also been provided in the appropriate places.

摘要

吲哚及其同系物是广泛存在于大量天然产物、市售药物和其他有机功能分子中的含氮有机骨架。近年来,在这一主题的多样化及其生物应用方面取得了巨大进展——过渡金属催化辅助的辅助基团辅助的惰性 C-H 功能化。在这个新兴领域中,-甲氧基/乙氧基/特戊氧基酰胺官能团已成为广泛的 C-C 和 C-杂原子键形成的最有效辅助基团/ DG(导向基团),为构建结构复杂的多环吲哚骨架提供了新的进展。本综述旨在重点介绍 2014 年 8 月至 2021 年 8 月期间发生的演化转化,如芳基化、烷基化、烯基化、烯丙基化、酰胺化、二氟乙烯基化、氘代、氢芳基化等,以及 -烷氧基羰基吲哚衍生物的应用。此外,在适当的地方还提供了明确的机制基础。

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