Synthesis 2022; 54(13): 3015-3024
DOI: 10.1055/a-1780-1935
paper

Iridium-Catalyzed Formal [4+1] Annulation of Benzamides and Cyclopropanols to Afford Isoindolin-1-one Derivatives via C–H Activation

Shuran Xu
a   West China Hospital, Sichuan University, Chengdu, 610041, P. R. of China
b   Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, No. 17 Southern Renmin Road, Chengdu, Sichuan 610041, P. R. of China
,
Cankun Luo
b   Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, No. 17 Southern Renmin Road, Chengdu, Sichuan 610041, P. R. of China
,
Kaichuan Yan
b   Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, No. 17 Southern Renmin Road, Chengdu, Sichuan 610041, P. R. of China
,
Jianglian Li
b   Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, No. 17 Southern Renmin Road, Chengdu, Sichuan 610041, P. R. of China
,
Ruizhi Lai
b   Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, No. 17 Southern Renmin Road, Chengdu, Sichuan 610041, P. R. of China
,
Li Hai
b   Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, No. 17 Southern Renmin Road, Chengdu, Sichuan 610041, P. R. of China
,
Mei Guan
a   West China Hospital, Sichuan University, Chengdu, 610041, P. R. of China
,
Yong Wu
b   Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, No. 17 Southern Renmin Road, Chengdu, Sichuan 610041, P. R. of China
› Institutsangaben
This study was supported by the Department of Science and Technology of Sichuan Province (2020YJ0221), National Natural Science Foundation of China (81573286, 81373259).


Abstract

An iridium-catalyzed reaction protocol has been developed to achieve the oxidative C–H/N–H annulation of benzamides with cyclopropanols as C1 synthon. Structurally diverse isoindolin-1-ones were furnished via sequential C–H/C–C cleavage and C–C/C–N bond formation.

Supporting Information



Publikationsverlauf

Eingereicht: 27. Januar 2022

Angenommen nach Revision: 23. Februar 2022

Accepted Manuscript online:
23. Februar 2022

Artikel online veröffentlicht:
05. April 2022

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