探索对苯醌醇的 Morita-Baylis-Hillman 反应。

Exploring Morita-Baylis-Hillman reactions of p-quinols.

机构信息

Departamento de Química Orgánica (Módulo 01), Universidad Autónoma de Madrid, C/Francisco Tomás y Valiente 7, Cantoblanco, 28049-Madrid, Spain.

出版信息

Org Lett. 2010 Feb 5;12(3):568-71. doi: 10.1021/ol902763g.

DOI:10.1021/ol902763g

PMID:20055444

Abstract

The Morita-Baylis-Hillman reaction of p-methylquinols with activated aromatic aldehydes has been studied. Depending on the reaction conditions (solvent and additives), three different products were formed. A mono or double Morita-Baylis-Hillman adduct and a fused 1,3-dioxolane could be obtained in good chemical yields. The use of non-nucleophilic bases to promote the reaction suggested an autocatalytic mechanism.

摘要

研究了 p-甲基喹啉与活化芳香醛的 Morita-Baylis-Hillman 反应。根据反应条件（溶剂和添加剂），可以形成三种不同的产物。可以以良好的化学产率得到单或双 Morita-Baylis-Hillman 加合物和稠合的 1,3-二氧戊环。使用非亲核碱来促进反应表明存在自动催化机制。