Synthesis of Functionalized 1,2,3-Triazole Derivatives of 2-Indolones from Morita-Baylis-Hillman Adducts of Isatin via 'Click Chemistry'

摘要

A short and efficient regioselective synthesis of a number of 1,4-disubstituted-1,2,3-triazole derivatives of oxindoles from N-terminal alkyne and alkynyl ether derivatives of Morita-Baylis-Hillman (MBH) adducts of isatin with in situ generated alkyl azide and copper(I) iodide as a catalyst in 1:1 mixture of t-BuOH:water as a solvent system has been achieved. The synthetic procedure tolerates most of the functional groups present in the MBH adducts and circumvents the problems associated with the isolation of potentially toxic and explosive organic azides.