N. Kushwaha, B. Kushwaha, R. Karpoormath
May 14, 2020
Citations
0
Influential Citations
4
Citations
Journal
The Journal of organic chemistry
Abstract
A novel green and efficient catalyst-free, the mild one-pot, multicomponent synthetic strategy has been developed to construct substituted 3,4-dihydro-2H-benzo[b][1,4]oxazine. This reaction proceeds via in-situ formation of Schiff-base followed by base mediated alkylation with phenacyl bromide/substituted phenacyl bromide, finally leading to intramolecular cyclization to give a mixture of diastereomers with excellent diastereoselectivity (up to dr = 99:1), which were isolated as single diastereomer in moderate to excellent yields (41-92%). Besides, this new versatile methodology provides a wide scope for the synthesis of differ-ent functionally substituted benzoxazine scaffolds and can be further exploited as building blocks for the synthesis of multifacet-ed molecular structures, especially for pharmaceutical applications.