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通过铜和压电材料可控构建碳-碳键和碳-氮键实现氧化吲哚和α-芳基酰胺的机械化学发散合成

Mechanochemical Divergent Syntheses of Oxindoles and α-Arylacylamides via Controllable Construction of C-C and C-N Bonds by Copper and Piezoelectric Materials.

作者信息

Lv Honggui, Xu Xinyue, Li Jing, Huang Xiaobo, Fang Guoyong, Zheng Lifei

机构信息

Wenzhou Institute, University of Chinese Academy of Sciences, Wenzhou, 325001, China.

Oujiang Laboratory of ZheJiang Lab for Regenerative Medicine, Vision and Brain Health, Wenzhou, 325001, China.

出版信息

Angew Chem Int Ed Engl. 2022 Aug 22;61(34):e202206420. doi: 10.1002/anie.202206420. Epub 2022 Jul 11.

Abstract

Herein, we present the divergent syntheses of α-arylacylamides and oxindoles via mechanoredox chemistry by using easily accessible α-bromo N-sulfonyl amides as starting materials. Our system consists of a catalytic amount of Cu precatalyst and piezoelectric materials. The highly polarized BaTiO or PbTiO under mechanical agitation can act as an electron donor to realize the recycling of Cu and Cu . Control experiments and density functional theory calculations have been performed to support the proposed mechanistic rationale for the cascade reactions.

摘要

在此,我们报道了以易于获得的α-溴代N-磺酰基酰胺为起始原料,通过机械氧化还原化学实现α-芳基酰基酰胺和氧化吲哚的发散合成。我们的体系由催化量的铜预催化剂和压电材料组成。在机械搅拌下,高度极化的钛酸钡或钛酸铅可作为电子供体,实现铜和亚铜的循环利用。已进行对照实验和密度泛函理论计算,以支持所提出的级联反应机理原理。

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