Corbet Matthieu, Zard Samir Z
Laboratoire de Synthèse Organique, CNRS UMR 7652, Département de Chimie, Ecole Polytechnique, 91128 Palaiseau, France.
Org Lett. 2008 Jul 3;10(13):2861-4. doi: 10.1021/ol801033e. Epub 2008 Jun 5.
The one-pot synthesis of various functionalized thieno[2,3- b]thiopyran-4-ones from readily available beta-keto epsilon-xanthyl phosphonates has been accomplished by combining a Horner-Wadsworth-Emmons olefination with a base-induced intramolecular domino cyclization/thio-Michael addition. The use of cyclic ketones in this transformation allowed a facile access to novel spiro-type thieno[2,3- b]thiopyran structures.
通过将霍纳-沃兹沃思-埃蒙斯烯化反应与碱诱导的分子内多米诺环化/硫代迈克尔加成反应相结合，已经实现了从容易获得的β-酮ε-黄原基膦酸酯一锅法合成各种功能化的噻吩并[2,3-b]噻喃-4-酮。在该转化中使用环状酮能够方便地获得新型螺环型噻吩并[2,3-b]噻喃结构。
