A Concise Domino Synthesis of Benzo-1,4-heterocycle Compounds via a Piancatelli/C-N Coupling/Michael Addition Process Promoted by La(OTf)(3)

[摘要]：A La(OTf)(3)-catalyzed domino method has been developed to synthesize the cis-1,4-benzoxazine derivatives from 2-furyl-carbinols 1 and o-aminophenol derivatives, by a Piancatelli/C-N coupling/Michael addition process. A wide array of substrates could be used to give the desired products in good yields. Since this method involves simple reaction conditions and short reaction times, and has a broad substrate scope, it is particularly attractive for the efficient development of libraries of biologically relevant 1,4-benzoxazine derivatives. Furthermore, a similar strategy was also successfully applied to form 1,2,3,4-tetrahydroquinoxaline derivatives from 1 and N-substituted o-diaminobenzenes.

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