One-Pot, Multicomponent, Diastereoselective, Green Synthesis of 3,4-Dihydro-2-benzo[][1,4]oxazine Analogues.
Clicks: 76
ID: 275498
2020
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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| 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 |
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