Mechanistic insight into the aromatization of cyclic p-quinonemethides to indoles

Tushar A. Kshirsagar; Laurence H. Hurley

doi:10.3987/com-98-8369

Mechanistic insight into the aromatization of cyclic p-quinonemethides to indoles

Tushar A. Kshirsagar, Laurence H. Hurley

Research output: Contribution to journal › Article › peer-review

1 Scopus citations

Abstract

Two mechanisms have been previously proposed for the aromatization of cyclic p-quinonemethides to indoles. A novel synthetic route to indoles via an unstable cyclic p-quinonemethide has provided additional insight into the mechanism of cyclization. Since this key intermediate lacks the functional groups required for one of the mechanistic pathways (Pathway B), it appears that cyclization occurs via Pathway A.

Original language	English (US)
Pages (from-to)	185-189
Number of pages	5
Journal	Heterocycles
Volume	51
Issue number	1
DOIs	https://doi.org/10.3987/com-98-8369
State	Published - Jan 1 1999
Externally published	Yes

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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abstract = "Two mechanisms have been previously proposed for the aromatization of cyclic p-quinonemethides to indoles. A novel synthetic route to indoles via an unstable cyclic p-quinonemethide has provided additional insight into the mechanism of cyclization. Since this key intermediate lacks the functional groups required for one of the mechanistic pathways (Pathway B), it appears that cyclization occurs via Pathway A.",

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Mechanistic insight into the aromatization of cyclic p-quinonemethides to indoles

Abstract

ASJC Scopus subject areas

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