GaCl3-Promoted Reactions of Donor-Acceptor Cyclopropanes with Conjugated Diacetylenes

IF 2.7 4区化学 Q1 CHEMISTRY, ORGANIC

Asian Journal of Organic Chemistry Pub Date : 2025-07-22 DOI:10.1002/ajoc.202500392

Irina A. Borisova, Denis D. Borisov, Natalia G. Kolotyrkina, Bo Zhou, Long-Wu Ye, Roman A. Novikov, Yury V. Tomilov

引用次数: 0

Abstract

The reaction of 1,2-zwitterionic complexes of 2-arylcyclopropane-1,1-dicarboxylates (ACDC), generated using gallium trichloride, with conjugated substituted diacetylenes was studied. The series of the substituted 1,1′-binaphthalenes were obtained in yields up to 57%. The reaction occurs via a cascade addition/annulation/elimination pathway involving both triple bonds of conjugated diacetylenes. The regioselectivity of this process was studied, and it was shown that binaphthalenes formed exclusively as 1,1′-regioisomers.

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gacl3促进供体-受体环丙烷与共轭二乙炔的反应

研究了以三氯化镓为原料合成的2-芳基环丙烷-1,1-二羧酸酯（ACDC）的1,2-两性离子配合物与共轭取代二乙炔的反应。该系列取代的1,1′-二萘的产率可达57%。反应通过级联加成/环化/消除途径发生，涉及共轭二乙炔的两个三键。研究了这一过程的区域选择性，结果表明，双萘只以1,1 ' -区域异构体的形式形成。

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来源期刊

Asian Journal of Organic Chemistry CHEMISTRY, ORGANIC-

CiteScore

4.70

自引率

3.70%

发文量

372

期刊介绍： Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.