0

Stereoselective Synthesis of Functionalized Benzooxazepino[5,4- A]isoindolone Derivatives via Cesium Carbonate Catalyzed Formal [5 + 2] Annulation of 2-(2-Hydroxyphenyl)isoindoline-1,3-dione With Allenoates

Chao Yao, Yishu Bao, Tao Lu, Qingfa Zhou

Org Lett. 2018 Apr 20;20(8):2152-2155.

PMID: 29616551

Abstract:

In this work, we present a strategy for the stereoselective synthesis of functionalized benzooxazepino[5,4- a]isoindolone derivatives via a Cs2CO3-catalyzed domino β-addition and γ-aldol reaction of 2-(2-hydroxyphenyl)isoindoline-1,3-dione derivatives with allenoates, which offers an avenue for a combination of the structural unity between benzooxazepine and isoindolone motifs in synthetically useful yields with high stereoselectivities under mild conditions. Remarkably, it is the first example of highly stereoselective Cs2CO3-catalyzed formal [5 + 2] annulation of 2-(2-hydroxyphenyl)isoindoline-1,3-dione with allenoates.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP534178 Cesium carbonate Cesium carbonate 534-17-8 Price
qrcode