1,3,5-Trisubstituted 1,4-Diazepin-2-ones
- 10 October 2007
- journal article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 72 (23), 8980-8983
- https://doi.org/10.1021/jo701467d
Abstract
Six 1,3,5-trisubstituted 1,4-diazepin-2-ones were synthesized by a sequence featuring the cascade addition of vinyl Grignard to N-[Boc-aminoacyl]-N-alkyl-β-amino esters, followed by Boc group removal and annulation by a reductive amination. Relative to the parent sequence employing N-Boc-aminoacyl β-amino esters to make 3,5-disubstituted heterocycle, the additional N-alkyl substituent caused a noticeable acceleration and gave relatively higher yield in the 1,4-diazepin-2-one annulation.Keywords
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