FACILE AND EFFICIENT SYNTHESIS OF INDAZOLE DERIVATIVES BY 1,3-CYCLOADDITION OF ARYNES WITH DIAZO COMPOUNDS AND AZOMETHINE IMIDES

摘要

N-Unsubstituted indazoles 3 and 1-arylindazoles 4 are readily available in good to high yields through [3+2J cycloaddition of 2-(trimethylsilyl)aryl triflates 1 and diazo compounds in the presence of KF or CsF under mild reaction conditions. Furthermore, we found that azomethine imides also underwent cycloaddition reaction with 2-(trimethylsilyl)phenyl triflates (1a) in the presence of KF to afford indazolone derivatives 6 in moderate yields. [PUBLICATION ABSTRACT]