A Straightforward Approach to Substituted 2-(Hydroxymethyl)-2,3-dihydrofuro[2,3-b]pyridines and 3-Hydroxy-3,4-dihydro-2H-pyrano[2,3-b]pyridines
作者:Franck Suzenet、Gérald Guillaumet、Youssef Hajbi、Mostafa Khouili、Said Lazar
DOI:10.1055/s-0029-1218665
日期:2010.4
efficient route to 2-(hydroxymethyl)-2,3-dihydrofuro[2,3-b]pyridines and 3-hydroxy-3,4-dihydro-2H-pyrano[2,3-b]pyridines is reported. The strategy is based on an intramolecular inverse electron demand Diels-Alder reaction starting from 1,2,4-triazines. The hydroxy function comes from the glycidol ring opening with alkynyllithium or alkynylorganoalane. alkynes - cycloadditions - Diels-Alder reactions - fused-ring
到2-(羟甲基)-2,3-二氢呋喃并[2,3-的高效路线b ]吡啶和3-羟基-3,4-二氢-2 ħ吡喃并[2,3- b ]被报告吡啶。该策略基于从1,2,4-三嗪开始的分子内逆电子需求Diels-Alder反应。羟基官能团来自缩水甘油与炔基锂或炔基有机铝烷的开环。 炔烃-环加成反应-Diels-Alder反应-稠环系统-杂环