Direct Arylation of Benzo[b]furan and Other Benzo-Fused Heterocycles

被引:48
作者
Dao-Huy, Toan [1 ]
Haider, Maximilian [1 ]
Glatz, Fabian [1 ]
Schnuerch, Michael [1 ]
Mihovilovic, Marko D. [1 ]
机构
[1] Vienna Univ Technol, Inst Appl Synthet Chem, Getreidemarkt 9-163-OC, A-1060 Vienna, Austria
基金
奥地利科学基金会;
关键词
Synthetic methods; Arylation; Fused-ring systems; C-H activation; Palladium; Regioselectivity; Concerted metal deprotonation; CATALYZED DIRECT ARYLATION; C-H FUNCTIONALIZATION; DIRECT C-2 ARYLATION; CROSS-COUPLING REACTIONS; BOND FORMATION; ONE-POT; 2,3-DISUBSTITUTED BENZOFURANS; ANTIINFLAMMATORY EVALUATION; HETEROAROMATIC-COMPOUNDS; OXIDATIVE CYCLIZATION;
D O I
10.1002/ejoc.201403125
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The direct arylation of benzo[b]furan, benzo[b]thiophene, and indole has been studied by using aromatic bromides as the aryl source. The protocol employing common reagents and a Pd catalyst has led to the regioselective arylation of these heterocycles at the 2-position. A range of functional groups were tolerated, providing quick access to a variety of arylated benzo-fused heterocycles that would be accessible more elaborately using classical synthetic strategies. This is the first systematic study of the direct arylation of benzo[b]furan.
引用
收藏
页码:8119 / 8125
页数:7
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