Regioselective alkylation of substituted quinones by trialkylboranes

被引：37

作者：

Bieber, LW ^{[1
]}

Neto, PJR ^{[1
]}

Generino, RM ^{[1
]}

机构：

[1] Univ Fed Pernambuco, Dept Quim Fundamental, BR-50670901 Recife, PE, Brazil

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 24期

关键词：

1,4-addition; trialkylboranes; 1,4-quinones; radical mechanism;

D O I：

10.1016/S0040-4039(99)00804-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-Methoxy-1,4-benzoquinone can be alkylated selectively with trialkylboranes in position 5, giving high yields of 5-alkyl-2-methoxy-1,4-benzoquinones after oxidative work up. In the case of 2-hydroxy-1,4-naphthoquinone, the same procedure leads to 3-alkylated products. A radical chain mechanism is proposed to explain the observed selectivity. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：4473 / 4476

页数：4

共 23 条

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