Conditions-Controlled Divergent Annulation of Bicyclo[1.1.0]butanes and Dioxopyrrolidines through Lewis Acid Catalysis

IF 11.3 1区化学 Q1 CHEMISTRY, PHYSICAL

ACS Catalysis Pub Date : 2025-03-28 DOI:10.1021/acscatal.4c07205

Jun-Long Li, Chuan Xie, Rong Zeng, Wen-Chao Yuan, Yuan-Yuan Lei, Ting Qi, Hai-Jun Leng, Qing-Zhu Li

引用次数: 0

Abstract

The divergent construction of unique ring systems poses a substantial challenge in organic chemistry. Herein, we describe the Lewis acid-catalyzed divergent annulations of bicyclo[1.1.0]butanes and dioxopyrrolidines. By precisely modulating the catalytic conditions, the identical substrates are directed to selectively undergo one of three different annulation pathways: (3 + 2), (3 + 4), or (2 + 4) cyclizations. This method facilitates the swift construction of diverse and unique ring systems, such as bicyclo[2.1.1]hexanes, oxabicyclo[4.1.1]octanes, and cyclobutanes, which are further amenable to various functional group transformations. Additionally, preliminary mechanistic studies have shed light on the basis of the observed reaction divergence.

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来源期刊

ACS Catalysis CHEMISTRY, PHYSICAL-

CiteScore

20.80

自引率

6.20%

发文量

1253

审稿时长

1.5 months

期刊介绍： ACS Catalysis is an esteemed journal that publishes original research in the fields of heterogeneous catalysis, molecular catalysis, and biocatalysis. It offers broad coverage across diverse areas such as life sciences, organometallics and synthesis, photochemistry and electrochemistry, drug discovery and synthesis, materials science, environmental protection, polymer discovery and synthesis, and energy and fuels. The scope of the journal is to showcase innovative work in various aspects of catalysis. This includes new reactions and novel synthetic approaches utilizing known catalysts, the discovery or modification of new catalysts, elucidation of catalytic mechanisms through cutting-edge investigations, practical enhancements of existing processes, as well as conceptual advances in the field. Contributions to ACS Catalysis can encompass both experimental and theoretical research focused on catalytic molecules, macromolecules, and materials that exhibit catalytic turnover.