Preparation of Various Carboxylic Acid Esters from Bulky Alcohols and Carboxylic Acids by a New Type Oxidation-reduction Condensation Using 2,6-Dimethyl-1,4-benzoquinone

Preparation of Various Carboxylic Acid Esters from Bulky Alcohols and Carboxylic Acids by a New Type Oxidation-reduction Condensation Using 2,6-Dimethyl-1,4-benzoquinone
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2,6-二甲基-1,4-苯醌新型氧化还原缩合反应制备各种羧酸酯

DOI:
10.1246/cl.2003.300
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发表时间:
2003
期刊:
影响因子:
1.6
通讯作者:
Taichi Shintou
Taichi Shintou
中科院分区:
化学4区
文献类型:
--
作者:
T. Mukaiyama;Wataru Kikuchi;Taichi Shintou

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用2,6-二甲基-1,4-苯醌(DMBQ)、羧酸和原位生成的烷氧基二苯基膦(1)(包括大体积烷氧基取代的烷氧基二苯基膦)进行新型氧化还原缩合反应,以良好至高产率得到相应的羧酸酯。通过用伯醇或仲醇处理N,N-二甲基氨基二苯基膦(Ph 2 PNMe 2)或用伯醇、仲醇和叔醇的锂盐处理氯二苯基膦原位形成烷氧基二苯基膦。
A new-type oxidation-reduction condensation by using 2,6-dimethyl-1,4-benzoquinone (DMBQ), carboxylic acids and in situ formed alkoxydiphenylphosphines (1) including the bulky alkoxy group-substituted ones proceeded smoothly to afford the corresponding carboxylic acid esters in good to high yields. Alkoxydiphenylphosphines were formed in situ by treating either N,N-dimethylaminodiphenylphosphine (Ph2PNMe2) with primary or secondary alcohols or chlorodiphenylphosphine with the lithium salts of primary, secondary and tertiary alcohols.