Abstract
A simple and convenient synthesis of 3-methylene-4-aryl-1,3,4,5-tetrahydrobenzo[b ][1,4]diazepin-2-ones was accomplished by the SN 2 nucleophilic substitution of the acetates of Baylis-Hillman adducts of acrylate
with 1,2-phenylenediamines, followed by base-mediated intramolecular cyclization.
Similar substrates derived from the Baylis-Hillman adducts of acrylonitrile via Pinner’s
reaction led to 3-arylmethylene-4,5-dihydro-3H -benzo[b ][1,4]diazepin-2-ylamines in good yields.
Key words
Baylis-Hillman - 1,2-phenylenediamine - diazipine - diazepin-2-ones - diazepin-2-ylamines
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