Chemical and Pharmaceutical Bulletin p. 816 - 821 (1993)
Update date:2022-08-04
Topics:
Katayama
Takatsu
Takeuchi
Yamagiwa
Fischer indolization of the hydrazones of 8-allyl-1-amino-1,2,3,4-tetrahydroquinoline and related compounds was investigated. Fischer indolization induced Cope rearrangement of the allyl group and acid-catalyzed intramolecular cycloaddition between the hydrazonyl group and the vinyl group. The base treatment of the latter reaction product caused eliminative ring-opening of the adduct and led to the formation of an indoline skeleton bearing a 2-ketoalkyl group at the C-2 position.
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Doi:10.1021/acs.orglett.9b00097
(2019)Doi:10.1016/0040-4039(93)88099-5
(1993)Doi:10.1139/cjc-2013-0397
(2014)Doi:10.1016/j.tet.2013.11.022
(2014)Doi:10.1007/s13738-013-0308-3
(2014)Doi:10.1007/s00044-013-0904-x
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