Journal
HETEROCYCLES
Volume 82, Issue 2, Pages 1251-+Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.3987/COM-10-S(E)72
Keywords
Cycl[3.2.2]azine; 4(1H)-8,8a-Dihydro-1,4-thiazino[3,4,5-cd]indolizinone Dehydrogenation; Desulfurization; X-Ray Analysis
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Dehydrogenation of some ethyl 4-oxo-1H-8,8a-dihydro-1,4-thiazino[3,4,5-cd]indolizine-1-carboxylates with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) were examined. No simply dehydrogenated products such as 4-oxo-1H- and 4-oxo-8H-1,4-thiazino[3,4,5-cd]indolizines or their full conjugated enol forms could be obtained, but ethyl cycl[3.2.2]azine-1-carboxylates were directly obtained via the cyclization and the subsequent desulfurization of the 4H-1,4-thiazine ring in the dehydrogenated intermediates.
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