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Indium trichloride catalyzed sp3 C–H bond functionalization of 2-alkyl azaarenes under microwave irradiation

Author:
Chatterjee, Sourav, Bhattacharjee, Pinaki, Temburu, Jagadeesh, Nandi, Debkumar, Jaisankar, Parasuraman
Source:
Tetrahedron letters 2014 v.55 no.49 pp. 6680-6683
ISSN:
0040-4039
Subject:
carbon-hydrogen bond activation, chemical bonding, chemical reactions, chemical structure, dioxane, indium, microwave radiation, solvents
Abstract:
Microwave promoted indium trichloride (10mol%) catalyzed sp³ C–H bond functionalization of 2-alkyl azaarenes 1 or 4 has been observed to construct C–C bond either with but-2-ene-1,4-diones 2 or (E)-3-(2-oxo-2-phenylethylidene)indolin-2-one (6) giving access to 2-((quinolin-2-yl)methyl)butane-1,4-diones 3, 2-((pyridin-2-yl)methyl)butane-1,4-diones 5, or 3-(quinolin-2-yl)propan-2-yl)indolin-2-ones 7 in good yields using 1,4-dioxane as solvent.
Agid:
5995562