Palladium-catalyzed intermolecular coupling of 2-haloallylic acetates with simple phenols, and sequential formation of benzofuran derivatives through the intramolecular cyclization

被引:7
作者
Udagawa, Takumi [1 ]
Tsuchi, Yukiko [1 ]
Takehara, Ikuma [1 ]
Kogawa, Masaki [1 ]
Watanabe, Hirotaka [1 ]
Yamamoto, Mitsuaki [1 ]
Tsuji, Hiroaki [1 ]
Kawatsura, Motoi [1 ]
机构
[1] Nihon Univ, Coll Humanities & Sci, Dept Chem, Setagaya Ku, Tokyo 1568550, Japan
基金
日本学术振兴会;
关键词
Palladium; Benzofuran; Cyclization; Phenol; Allylic compounds; 1,3-DISUBSTITUTED ALLYLIC ESTERS; UNACTIVATED INTERNAL ALKYNES; ONE-POT SYNTHESIS; TRIFLUOROMETHYL GROUP; REGIOSELECTIVE SYNTHESIS; PROPARGYLIC CARBONATES; 2,3,3-TRIFLUOROALLYLIC CARBONATES; 2,3-DISUBSTITUTED BENZOFURANS; SUBSTITUTED 2,3-DIHYDROFURANS; 2-FLUOROALLYLIC ACETATES;
D O I
10.1016/j.tet.2017.10.001
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We accomplished the synthesis of 2-substituted benzofuran derivatives by the palladium-catalyzed reaction of 2-haloallylic acetates with simple phenols in the presence of a base. The reaction proceeded through the intermolecular attack of the nucleophile on the central carbon atom of the pi-allyl group, carbon-halogen bond cleavage, and sequential intramolecular cyclization. (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6573 / 6579
页数:7
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