Reaction of spironaphthalenones with hydroxylamine: Part I. A reinvestigation of the mechanism

DOI: 10.1016/S0040-4020(01)80511-1

Source and publish data:

Tetrahedron p. 113 - 124 (1993)

Update date:2022-08-04

Topics:

Authors:

Kasturi Kasturi

Yayaram Yayaram

Pragnacharyulu

Sattigeri

Reddy Reddy

Kumar Kumar

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Article abstract of DOI:10.1016/S0040-4020(01)80511-1

Spironaphthalenones 1b-g on reaction with hydroxylamine hydrochloride gave the expected pyrrolotropones 2b-g. Furanotropone 6, postulated as an intermediate in the formation of pyrrolotropones, remained unchanged on reaction with hydroxylamine hydrochloride in ethanol. Reaction of unsymmetrical spironaphthalenones 1h-o with NH₂-OH.HCl gave the rearranged pyrrolotropones 2h-o.

Full text of DOI:10.1016/S0040-4020(01)80511-1

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