Regioselective aminoethylation of 1,4-benzodiazepin-2-one under conventional heating and microwave irradiation

Mishra, Jitendra Kumar ; Rao, J. Srinivasa ; Sastry, G. Narahari ; Panda, Gautam (2006) Regioselective aminoethylation of 1,4-benzodiazepin-2-one under conventional heating and microwave irradiation Tetrahedron Letters, 47 (20). pp. 3357-3360. ISSN 0040-4039

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tetlet.2006.03.094

Abstract

The regioselective aminoethylation of 1,4-benzodiazepin-2-one 1 can be carried out using classical heating or microwave irradiation as the source of energy to furnish either N-1 or N-4 aminoethylated products 2a–d and 3a–d, respectively. The regioselectivity observed has been rationalized using computational studies and has been traced to the disparity of the rate-determining steps along the N-1 product (N-1 PR) and N-4 product (N-4 PR) formation pathways.

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