Boron Lewis acid-catalyzed formal insertion of isocyanides into a C-O bond of benzyl esters

被引：0

作者：

Xu, Tong-Tong ^{[1
]}

Xiao, Yuanjiu ^{[1
]}

Zhou, Jin-Lan ^{[1
]}

Tang, Lei ^{[1
]}

Wu, Feng ^{[1
]}

Sheng, Jiang-Yi-Hui ^{[1
]}

Wu, Wen-Biao ^{[1
]}

Feng, Jian-Jun ^{[1
]}

机构：

[1] Hunan Univ, Coll Chem & Chem Engn, State Key Lab Chemo Biosensing & Chemometr, Hunan Prov Key Lab Anim Models & Mol Med, Changsha 410082, Hunan, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2023年 / 10卷 / 17期

关键词：

VISIBLE-LIGHT; ARYL HALIDES; FUNCTIONALIZATION; ACTIVATION; AMINES; IMIDES; TRIS(PENTAFLUOROPHENYL)BORANE; CYANATION; OXIDATION; REDUCTION;

D O I：

10.1039/d3qo00944k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Transition-metal catalyzed isocyanide insertions are one of the key elemental steps for a variety of isocyanide-based transformations. However, the formal insertions catalyzed by main group catalysts are still in their infancy. Herein, the atom-economical synthesis of imides was achieved using a boron Lewis acid catalyzed cascade process consisting of a rare isocyanide insertion with benzyl esters and the Mumm rearrangement. It was found that slow addition of isocyanides is effective for avoiding the deactivation of the boron catalyst.

引用

页码：4381 / 4387

页数：7

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