One-Pot, Multicomponent, Diastereoselective, Green Synthesis of 3,4-Dihydro-2-benzo[][1,4]oxazine Analogues.

Clicks: 191
ID: 275498
2020
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Abstract
A novel green and efficient catalyst-free, mild one-pot, multicomponent synthetic strategy has been developed to construct substituted 3,4-dihydro-2-benzo[][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 a single diastereomer in moderate to excellent yields (41-92%). Besides, this new versatile methodology provides a wide scope for the synthesis of different functionally substituted benzoxazine scaffolds and can be further exploited as building blocks for the synthesis of multifaceted molecular structures, especially for pharmaceutical applications.
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kushwaha2020onepotthe Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors Kushwaha, Narva Deshwar;Kushwaha, Babita;Karpoormath, Rajshekhar;Mahlalela, Mavela Cleopus;Shinde, Suraj Raosaheb;
Journal The Journal of organic chemistry
Year 2020
DOI
10.1021/acs.joc.0c00463
URL
Keywords
virtual screening knoevenagel condensation 1,4-benzodioxine 1,4-benzoxazin-3-one parp1

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