Regioselective aminoethylation of 1,4-benzodiazepin-2-one under conventional heating and microwave irradiation |
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| Authors: | Jitendra Kumar Mishra G Narahari Sastry |
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| Institution: | a Medicinal and Process Chemistry Division, Central Drug Research Institute, Chattar Manzil Palace, Lucknow 226001, UP, India
b Molecular Modeling Group, Organic Chemical Sciences, Indian Institute of Chemical Technology, Hyderabad 500007, AP, India |
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| 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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