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催化方法在 16 族元素与脂肪族羧酸及其等价物的直接杂官能化反应中的应用。

Catalytic Approaches for the Direct Heterofunctionalization of Aliphatic Carboxylic Acids and Their Equivalents with Group 16 Elements.

机构信息

Inorganic Materials and Catalysis Division Academy of Scientific and Innovative Research, CSIR-Central Salt and Marine Chemicals Research Institute G. B. Marg, Bhavnagar, 364002, Gujarat, India.

出版信息

Chem Asian J. 2020 Mar 16;15(6):673-689. doi: 10.1002/asia.201901757. Epub 2020 Feb 18.

Abstract

In contrast to traditional multistep synthesis, modern organic synthesis extensively depends on the direct functionalization of unactivated C-H bonds for the construction of various C-C and C-heteroatom bonds in atom- and step-economic manner. Common aliphatic substrates, e. g. carboxylic acids and their synthetic equivalents, are regiospecifically functionalized based on either a directed approach, in which the polar directing group assists to functionalize a specific C-H bond positioned at β- and γ-carbon centers, or a non-directed approach typically leading to α-functionalization. While numerous reviews on catalytic C-H functionalization have appeared, a concise review on the direct C(sp )-H heterofunctionalization of carboxylic acid synthons with Group 16 elements has been awaited. The recent advances on the direct oxy-functionalization and chalcogenation of aliphatic carboxylic acid synthons enabled by transition metal, organo- and photocatalysts are described herein.

摘要

与传统的多步合成相反,现代有机合成广泛依赖于未活化的 C-H 键的直接功能化,以原子经济性和步骤经济性的方式构建各种 C-C 和 C-杂原子键。常见的脂肪族底物,例如羧酸及其合成等价物,根据定向方法或非定向方法进行区域选择性官能化,其中极性导向基团辅助官能化位于β-和γ-碳原子中心的特定 C-H 键,或通常导致α-官能化的非定向方法。虽然已经出现了许多关于催化 C-H 官能化的评论,但人们一直期待着对羧酸合成子与第 16 族元素的直接 C(sp3)-H 杂官能化进行简洁的综述。本文描述了过渡金属、有机和光催化剂促进的脂肪族羧酸合成子的直接氧官能化和硫代官能化的最新进展。

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