螯合控制的α-氨基芳基系链烷基环丙烷立体定向开环芳基化：多取代共轭二烯的立体选择性合成

IF 4.7 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Chemistry Frontiers Pub Date : 2025-05-23 DOI:10.1039/D5QO00496A

Miao-Miao Ji, Ying Tang, Wen-Mei Luo, Yong-Yu He, Ai-Jun Ma and Jin-Bao Peng

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引用次数: 0

摘要

共轭二烯因其在天然产物、生物活性分子和功能材料中的存在以及其广泛的合成应用而至关重要。本文报道了钯催化的α-氨基芳基链烷基环丙烷立体定向开环芳化反应，用于立体选择性合成1,1,2-三取代共轭二烯。该方法具有优异的官能团耐受性（可耐受的官能团包括醚、硫醚、卤素、醛、氰基、酯、酮、三氟甲氧基和烯基），良好的底物范围（35个例子），以及高的区域选择性和立体选择性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Chelation-controlled stereospecific ring-opening arylation of α-aminoaryl-tethered alkylidenecyclopropanes: stereoselective synthesis of polysubstituted conjugated dienes†

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Chelation-controlled stereospecific ring-opening arylation of α-aminoaryl-tethered alkylidenecyclopropanes: stereoselective synthesis of polysubstituted conjugated dienes†

Conjugated dienes are vital due to their presence in natural products, bioactive molecules and functional materials as well as their wide synthetic applications. Herein, we report a palladium-catalyzed stereospecific ring-opening arylation of α-aminoaryl-tethered alkylidenecyclopropanes for the stereoselective synthesis of 1,1,2-trisubstituted conjugated dienes. This method features excellent functional group tolerance (including ether, thioether, halogen, aldehyde, cyano, ester, ketone, trifluoromethoxy and alkenyl), a good substrate scope (35 examples), and high regio- and stereoselectivity.

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来源期刊

Organic Chemistry Frontiers CHEMISTRY, ORGANIC-

CiteScore

7.90

自引率

11.10%

发文量

686

审稿时长

1 months

期刊介绍： Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.