A Revisit to the Hantzsch Reaction: Unexpected Formation of Tetrahydrobenzo[b]pyrans beyond Polyhydroquinolines

Undale, Kedar A.; Park, YoonKook; Park, Kyungmoon; Dagade, Dilip H.; Pore, Dattaprasad M.

doi:10.1055/s-0030-1259924

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A Revisit to the Hantzsch Reaction: Unexpected Formation of Tetrahydrobenzo[b]pyrans beyond Polyhydroquinolines

Undale, Kedar A.;
Park, YoonKook;
Park, Kyungmoon;
Dagade, Dilip H.;
Pore, Dattaprasad M.

Citations

WEB OF SCIENCE

35

Citations

SCOPUS

37

초록

A competitive multicomponent synthesis of tetrahydrobenzo[b]pyrans over polyhydroquinolines is achieved in the presence of ammonium acetate at ambient temperature in ethanol medium. The formation of tetrahydrobenzo[b]pyran instead of polyhydroquinoline in solution phase has been confirmed by spectral and single-crystal analysis. The mechanism for the above transformation is suggested and supported by semi-empirical calculations of heat of formation for the intermediates as well as products.

키워드

multicomponent synthesis; tetrahydrobenzo[b]pyrans; ammonium acetate; semi-emperical calculations; ONE-POT SYNTHESIS; SOLVENT-FREE; AQUEOUS-MEDIA; DERIVATIVES; CATALYST; IRRADIATION; EFFICIENT; BROMIDE

제목: A Revisit to the Hantzsch Reaction: Unexpected Formation of Tetrahydrobenzo[b]pyrans beyond Polyhydroquinolines

저자: Undale, Kedar A.; Park, YoonKook; Park, Kyungmoon; Dagade, Dilip H.; Pore, Dattaprasad M.

DOI: 10.1055/s-0030-1259924

발행일: 2011-04-01

유형: Article

저널명: Synlett

호: 6

페이지: 791 ~ 796

언어: ENG

출판사: GEORG THIEME VERLAG KG

발행국가: 독일

분량: 6 페이지

ISSN: E 1437-2096
P 0936-5214