A palladium-catalyzed facile and general method for the stereoselective synthesis of (E)-3-arylidene-3,4-dihydro-2H-1,4-benzoxazines and their naphthoxazine analogues |
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Authors: | Kaushik Brahma Bimolendu DasChinmay Chowdhury |
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Affiliation: | CSIR-Indian Institute of Chemical Biology, 4, Raja S.C. Mullick Road, Kolkata 700032, India |
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Abstract: | Palladium-catalyzed cyclocondensation of an aryl iodide with N-tosyl-2-(prop-2′-ynyloxy)aniline at room temperature is shown to constitute a convenient general method for the synthesis of (E)-3-arylidene-3,4-dihydro-2H-1,4-benzoxazines in moderate to very good yields. The method could also be extended to the synthesis of (E)-3-arylidene-2H-naphth[1,2-b][1,4]oxazines. The regio- and stereo-selectivity of the process, short reaction time, operational simplicity, and use of inexpensive starting materials represent its attractive features. |
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Keywords: | 1,4-Benzoxazine 1,4-Naphthoxazine Palladium catalyst Stereoselective Cyclization |
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