Cu-mediated C-2 chlorination of indoles was accomplished with copper(ii) chloride through the use of a directing pyrimidyl protection group. A highly regioselective manner can be achieved on a range of indole substrates with excellent functional group tolerance.

Chiral squaramides are highly enantioselective catalysts for Friedel-Crafts reaction of indoles with N-tosyl imines, affording 3-indolyl methanamine products in 85-96% yields and 84-96% ees.

A copper(II)-mediated regioselective N-arylation of azoles has been developed using 8-aminoquinoline amide as a directing group. This reaction shows a broad substrate scope with different azoles such as pyrroles, indoles, pyrazoles and carbazole with good yields.

Palladium-catalyzed decarboxylative acylation of highly substituted indolines with α-keto acids via C-H bond activation is described. This protocol provides efficient access to C7-carbonylated indoles known to have diverse biological profiles.

A simple, solvent-free, one-pot autoxidative coupling reaction between quinoline and indoles or pyrroles is reported. This atom economic method requires only a stoichiometric amount of inexpensive hydrochloric acid and does not require a catalyst.

The rhodium(III)-catalyzed direct amidation of indoles and pyrroles with aryl and alkyl isocyanates is described. These transformations provide a facile and efficient construction of C2-amidated N-heterocyclic scaffolds.

Azetidine and oxetane sulfinate salts are easily prepared from commercially available 3-iodoheterocycle precursors in a three-step sequence. They undergo smooth coupling reactions thereby providing an expedient route for the introduction of these four-membered heterocycles into indoles.

The activation of 8-quinolinethiosulfonates by zinc chloride promotes the usually difficult to achieve C3-alkylsulfenylation indoles at room temperature under aerobic conditions. This strategy is compatible with substrates containing various functional groups.

The direct dearomative addition of arenes to the C3 position unprotected indoles is reported under operationally simple conditions, using triflic acid at room temperature. present regioselective hydroarylation a straightforward manner generate an electrophilic indole from unbiased in sharp contrast previous strategies. This atom economical method delivers biologically relevant 3-arylindolines a...