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A Pd-catalyzed asymmetric aromative [4+3]-cyclization reaction of amino-trimethylenemethanes (TMM,1,3-dipoles) with fused 1-azadienes has been developed.This method enables access to the synthetically importance and biologically active benzofuran fused azepines and indeno-azepines in excellent efficiency and stereoselectivity (up to 95% yield,99% ee,>19:1 dr).