Regioselective alkylation of substituted quinones by trialkylboranes
Regioselective alkylation of substituted quinones by trialkylboranes
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DOI：
10.1016/s0040-4039(99)00804-7
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发表时间：
1999-06-11
影响因子：
1.8
通讯作者：
Generino, RM
中科院分区：
文献类型：
--
作者：
Bieber, LW;Neto, PJR;Generino, RM
2-甲氧基-1，4-苯醌可与三烷基硼烷在5位选择性烷基化，经氧化后处理得到高产率的5-烷基-2-甲氧基-1，4-苯醌。在2-羟基-1，4-萘醌的情况下，相同的程序导致3-烷基化产物。提出了一个自由基链机制来解释所观察到的选择性。(C)1999 Elsevier Science Ltd.保留所有权利。
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.