Catalyst and solvent switched divergent C–H functionalization: oxidative annulation of N-aryl substituted quinazolin-4-amine with alkynes

Autor:	Kishan Gugulothu, Siddi Ramulu Meesa, K. Shiva Kumar, Praveen Kumar Naikawadi
Rok vydání:	2020
Předmět:	Solvent chemistry.chemical_compound Annulation chemistry Aryl Organic Chemistry Surface modification Amine gas treating Oxidative phosphorylation Physical and Theoretical Chemistry Biochemistry Medicinal chemistry Catalysis
Zdroj:	Organic & Biomolecular Chemistry. 18:3032-3037
ISSN:	1477-0539 1477-0520
DOI:	10.1039/d0ob00318b
Popis:	The development of site-selective C-H functionalizations/annulations is one of the most challenging practices in synthetic organic chemistry particularly for substrates bearing several similarly reactive C-H bonds. Herein, we describe catalyst and solvent controlled ortho/peri site-selective oxidative annulation of C-H bonds of N-aryl substituted quinazolin-4-amines with internal alkynes. The ortho C-H selective annulation was observed using Pd-catalyst in DMF to give indole-quinazoline derivatives, while, Ru-catalyst in PEG-400 favoured the peri C-H bond annulation exclusively to furnish pyrido-quinazoline derivatives.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::1ce4eceb4906720858899848226ab281 https://doi.org/10.1039/d0ob00318b Zobrazit plný text záznamu