The 1,2- and 1,3-monoazabisylides (5 and 11, respectively) were prepared in situ by the reactions of 1-[[(triphenylphosphorylidene)amino]methyl]benzotriazole (betmip, 2) with diethyl phosphite anion and methylenetriphenylphosphorane, respectively, followed by treatment with butyllithium. The synthetic versatility of the new reagents 5 and 11 is illustrated by convenient methods for the preparation of isoquinoline, 2-azabutadienes,2,3-diarylpyrroles, and 2-(3H)-benzazepine.
Multicomponent synthesis of substituted pyridines <i>via</i> a catalytic intermolecular aza-Wittig/Diels–Alder sequence
作者:Mary E. Bayana、J. Steven Wailes、Stephen P. Marsden
DOI:10.1039/d2ra05018h
日期:——
A three-component synthesis of polysubstituted pyridines has been developed, based upon the synthesis of 2-azadienes by a redox-neutral catalytic intermolecular aza-Wittig reaction and their subsequent Diels–Alder reactions. The two-pot process has been demonstrated using a range of aryl and heteroaromatic aldehydes, substituted α,β-unsaturated acids and push–pull enamines, to give rapid access to