Synthetic Communications p. 742 - 751 (2020)
Update date:2022-08-03
Topics:
Jadhav, Amol Maruti
Balwe, Sandip Gangadhar
Cho, Byung Gwon
Lim, Kwon Taek
Jeong, Yeon Tae
An unprecedented l-proline-mediated one-pot sequential synthesis of novel 3,10-diphenyl-2,3,4,9,10,11-hexahydronaphtho[1,2-e:4,3-e′]bis[1,3]oxazine derivatives from 2,3-dihydroxynaphthalene, formaldehyde, and anilines under solvent-free conditions has been reported. Under the optimized reaction conditions, a broad range of substituted anilines and 2,3-dihydroxynaphthalene were found to participate in this transformation, thus affording new 3,10-diphenyl-2,3,4,9,10,11-hexahydronaphtho[1,2-e:4,3-e′]bis[1,3]oxaz-ines in good to excellent yields. This green procedure offers several advantages such as high atom economy, mild reaction conditions, short reaction time, easy workup and column chromatography-free method with a wide range of functional group tolerance.
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