Weakly coordinating tert-amide assisted Rh(III)-catalyzed C4-cyanation of indoles: application in photophysical
Souradip Sarkar1, Aniruddha Biswas1, Sarbojit Das1
1Department of Chemistry, Indian Institute of Technology Kharagpur, Kharagpur 721302, India. rsamanta@chem.iitkgp.ac.in.
Abstract:
A rhodium(III)-catalyzed indole C4-selective cyanation is described using the bench-stable, user-friendly electrophilic cyanation agent N-cyano-N-phenyl-p-toluenesulfonamide (NCTS) as a coupling partner. A suitably positioned weakly coordinating tert-amide group was utilized for this site selectivity. The developed protocol proceeded with a broad scope. [Cp*Rh(MeCN)3][SbF6]2 was found to be an effective Rh(III) catalyst for this transformation. An initial study was carried out to know the photophysical properties of the C4-cyanated indole frameworks.
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