通过亲电环化合成异香豆素和α-吡喃酮。
Synthesis of isocoumarins and alpha-pyrones via electrophilic cyclization.
作者信息
Yao Tuanli, Larock Richard C
机构信息
Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA.
出版信息
J Org Chem. 2003 Jul 25;68(15):5936-42. doi: 10.1021/jo034308v.
PMID:12868929
Abstract
A variety of substituted isocoumarins and alpha-pyrones are readily prepared in excellent yields under very mild reaction conditions by the reaction of o-(1-alkynyl)benzoates and (Z)-2-alken-4-ynoates with ICl, I(2), PhSeCl, p-O(2)NC(6)H(4)SCl, and HI. This methodology accommodates various alkynyl esters and has been successfully extended to the synthesis of polycyclic aromatic and biaryl compounds.
摘要
通过邻（1-炔基）苯甲酸酯和（Z）-2-烯-4-炔酸酯与ICl、I₂、PhSeCl、对硝基苯硫氯和HI反应，在非常温和的反应条件下能够以优异的产率轻松制备多种取代异香豆素和α-吡喃酮。该方法适用于各种炔基酯，并已成功扩展到多环芳烃和联芳基化合物的合成。
Zotero 插件