The first visible-light induced cross-dehydrogenative coupling between tertiary amines and diazo compounds is described. The reaction proceeds smoothly under mild and metal-free conditions by using air or O2 as the oxidant, affording various β-amino-α-diazo adducts in moderate to good yields with broad substrate scopes. The resulting products were successfully employed for the synthesis of 4- or 5-ester N-aryl-2,3-dihydrobenzo[d]azepines with high regioselectivity simply switched by the selection of the transition metal catalysts.
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Xiao et al. (2014) studied this question.
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