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Copper(II)-catalyzed boronic acid promoted C-N bond cross-coupling reactions have been successfully developed for sequential N-arylation of C-amino-NH-azoles. These general protocols are compatible with a variety of aryl/hetero-aryl boronic acids and provided rapid access to a diverse array of diarylaminoazole derivatives in a two-step sequence or in one-pot.

Pd-catalyzed direct C-H arylation of N-methyl-7-azaindole at the C-2 position by diverse arylboronic acids was achieved at room temperature. The method is general and was applied in chemoselective synthesis of multiarylated 7-azaindole derivatives bearing three different aryl groups at the 2, 3, and 5 positions.

Copper(II)-catalyzed boronic acid promoted C-N bond cross-coupling reactions have been successfully developed for sequential N-arylation of C-amino-NH-azoles. These general protocols are compatible with a variety of aryl/hetero-aryl boronic acids and provided rapid access to a diverse array of diarylaminoazole derivatives in a two-step sequence or in one-pot. [ABSTRACT FROM AUTHOR]

Copper-promoted N-arylation of quinazolin-4(3H)-ones with boronic acid at room temperature in the presence of air has been investigated. This method is general and can be applied to synthesizing derivatives of quinazolin-4(3H)-one with medicinal values. [ABSTRACT FROM AUTHOR]

A Cu (II)-catalyzed, inter/intramolecular C-N bond formation for the synthesis of various benzimidazole-fused heterocycles in a concise manner has been reported. The robustness of this reaction is demonstrated by the synthesis of a series of benzimidazole-fused heteroaromatics (e.g., pyrido[1,2-a] benzimidazole, benzimidazo[1,2-a]quinolines, benzimidazo [1,2-a]pyrazine, benzo[4,5] imidazo[2,1-b]thiazoles) directly from 2-aminoheteroarenens and 2-iodoarylboronic acids in one-pot. The novel cascade protocol for C-N bond formation operates via unique combination of Chan-Lam type coupling followed by Ullmann-type reaction. [ABSTRACT FROM AUTHOR]

DABSO mediated sulfonylation of iodinated 7-azaindoles was achieved for the first time through sulfonylative Suzuki-Miyaura cross coupling (SMC) reaction under mild conditions giving good yields of sulfonylated 7-azaindole derivatives. Interestingly, control experiments suggest that present method involves in-situ generation of ArSO 2 free radical followed by the key steps of SMC reaction. Scope of the reaction was explored with both electronically different and bulky group carrying boronic acids as coupling partner. The sulfonylation is scalable and occurred selectively at iodo group, irrespective of its position on azaindole. Moreover, the proposed mechanism has been supported by electron paramagnetic resonance (EPR) and density functional theory (DFT) calculations. Image 1 • Cu II mediated sulfonylation of 7-azaindoles. • Sulfonylation is free radical mediated. • DABSO mediated sulfonylation. [ABSTRACT FROM AUTHOR]

5- And 6-aminoindazoles are arylated using various arylboronic acids and the products are cyclized to pyrazolocarbazoles. [ABSTRACT FROM AUTHOR]

Copper catalyzed N-arylation of iodoarenes with boronic acids followed by palladium catalyzed intramolecular C-H arylation provides carbazole-3-carboxylates including the naturally occurring alkaloids Clausine C (IVg), H (IVf) and L (IVe). [ABSTRACT FROM AUTHOR]