Palladium-Catalyzed Regioselective Difluoroalkylation and Carbonylation of Alkynes

被引：79

作者：

Wang, Qang ^{[1
]}

He, Yu-Tao ^{[1
]}

Zhao, Jia-Hui ^{[1
]}

Qiu, Yi-Feng ^{[1
]}

Zheng, Lan ^{[1
]}

Hu, Jing-Yuan ^{[1
]}

Yang, Yu-Chen ^{[1
]}

Liu, Xue-Yuan ^{[1
]}

Liang, Yong-Min ^{[1
,2
]}

机构：

[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

[2] Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Solid Lubricat, Lanzhou 730000, Peoples R China

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 11期

基金：

美国国家科学基金会;

关键词：

ONE-POT SYNTHESIS; (E)-BETA-ARYL VINYL HALIDES; STEREOSELECTIVE-SYNTHESIS; MULTICOMPONENT REACTIONS; OXIDATIVE CARBONYLATION; GENERAL-SYNTHESIS; DOMINO REACTIONS; ALPHA-ARYLATION; CARBON-MONOXIDE; ARYL BROMIDES;

D O I：

10.1021/acs.orglett.6b01038

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel, four-component synthetic strategy to synthesize a series of beta-difluoroalkyl unsaturated esters/amides with high regioslectivity is described. This Pd-catalyzed difluoroalkylation and carbonylation reaction can be carried out with simple starting materials. Through this protocol, two new C-C bonds (including one C-CF2 bond) and one C-O(N) bond are constructed simultaneously in a single step. The synthetic utility of this reaction system has been certified by the applicability to a wide scope of alkynes and nucleophiles. Preliminary mechanistic studies suggest that the difluoroalkyl radical pathway is involved in this reaction.

引用

页码：2664 / 2667

页数：4

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