One-Carbon Oxidative Annulations of 1,3-Enynes by Catalytic C-H Functionalization and 1,4-Rhodium(III) Migration

被引：25
作者：
Dooley, Johnathon D. [1 ]
Lam, Hon Wai [2 ,3 ]
机构：
[1] Univ Edinburgh, Sch Chem, EaStCHEM, Joseph Black Bldg,Kings Bldg,David Brewster Rd, Edinburgh EH9 3FJ, Midlothian, Scotland
[2] Univ Nottingham, GSK Carbon Neutral Labs Sustainable Chem, Jubilee Campus,Triumph Rd, Nottingham NG7 2TU, England
[3] Univ Nottingham, Sch Chem, Univ Pk, Nottingham NG7 2RD, England
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2018年 / 24卷 / 16期
基金：
英国工程与自然科学研究理事会;
关键词：
catalysis; C-H functionalization; enyne; isomerization; rhodium; ARYLZINC REAGENTS; EFFICIENT SYNTHESIS; 1,4-PALLADIUM MIGRATION; BOND FUNCTIONALIZATIONS; ARYLATIVE CYCLIZATION; ALLYLIC ALKYLATIONS; 1,4-METAL MIGRATION; BENZOIC-ACIDS; RH-III; RHODIUM;
D O I：
10.1002/chem.201706043
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Rhodium(III)-catalyzed C-H functionalization-oxidative annulations of aromatic substrates with 1,3-enynes that contain allylic hydrogen atoms cis to the alkyne are described. The key step in these reactions is an alkenyl-to-allyl 1,4-rhodium(III) migration to give electrophilic pi-allylrhodium(III) species. Nucleophilic trapping of these species gives heterocycles such as benzopyrans, isobenzofuranones, and isoindolinones.
引用
收藏
页码：4050 / 4054
页数：5
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