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
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
收藏
页码:4381 / 4387
页数:7
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