نتایج جستجو برای: Indolenines

تعداد نتایج: 19  

2016
John T. R. Liddon Michael J. James Aimee K. Clarke Peter O'Brien Richard J. K. Taylor William P. Unsworth

Medicinally relevant spirocyclic indolenines, carbazoles and quinolines can each be directly synthesised selectively from common indolyl ynone starting materials by catalyst variation. The high yielding, divergent reactions all proceed by an initial dearomatising spirocyclisation reaction to generate an intermediate vinyl-metal species, which then rearranges selectively by careful choice of cat...

2016
Sarah J Chambers Graeme Coulthard William P Unsworth Peter O'Brien Richard J K Taylor

Heteroaromatic carboxylic acids have been directly coupled with imines using propylphosphonic anhydride (T3P) and NEt(iPr)2 to form azaspirocycles via intermediate N-acyliminium ions. Spirocyclic indolenines (3H-indoles), azaindolenines, 2H-pyrroles and 3H-pyrroles were all accessed using this metal-free approach. The reactions typically proceed with high diastereoselectivity and 3D shape analy...

2017
Olga Bakulina Alexander Ivanov Vitalii Suslonov Dmitry Dar’in Mikhail Krasavin

A series of 15 benzene-fused hexahydropyrrolo[1,2-b]isoquinolonic acids with substantial degree of steric encumbrance has been prepared via a novel variant of the Castagnoli-Cushman reaction of homophthalic anhydride (HPA) and various indolenines. The employment of a special kind of a cyclic imine component reaction allowed, for the first time, isolating a Mannich-type adduct between HPA and an...

Journal: :Molecules 2010
Sami Sajjadifar Hooshang Vahedi Abdolhossien Massoudi Omid Louie

Methyl indolenines (4a-c) and(5a-c) were prepared in high yield by a Fischer indole synthesis reaction of o,m-tolylhydrazine hydrochlorides (1a-b) with isopropyl methyl ketone (2) and 2-methylcyclohexanone (3) in acetic acid at room temperature. o,p- Nitrophenylhydrazines (1c-d) were reacted with 2-methylcyclohexanone (3) in acetic acid at reflux to give nitroindolenines (5d-e), while the attem...

Iso-butyric acid as a new, simple, and expensive solvent/catalyst was successfully used for the chemoselective Fischer’s synthesis of indolenines derivatives 3a-r by one-pot condensation reaction of various phenylhydrazines 1a-e with the substituted acetophenones 2a-c at reflux conditions. In this protocol, all products 3a-r were obtained in high yields and short reaction time. The structures o...

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