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One‐Pot Synthesis of 3‐Sulfenyl/Selenylimidazo[1,5‐ a ]quinolines from 2‐Methylquinolines, Aliphatic Amines/Amino Acids, and Dichalcogenides
Author(s) -
Sandeep Mummadi,
MuzaffarurRehman MD.,
Pradeep Kumar Geetala,
Sridhar Balasubramanian,
Reddy Kallu Rajender
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201901174
Subject(s) - chemistry , combinatorial chemistry , reaction conditions , functional group , one pot synthesis , organic chemistry , catalysis , polymer
One‐pot sulfenylation/selenylation reaction have been developed to access 3‐sulfenyl/selenylimidazo[1,5‐ a ]quinolines from 2‐methylquinolines, aliphatic amines/amino acids and dichalcogenides. This developed method gives direct access to 3‐chalcogenylimidazo[1,5‐ a ]quinolines in moderate to good yields with good functional group tolerance from readily available starting materials. Moreover, this protocol can avoid the prior synthesis of fused imidazoles as starting materials for the synthesis of 3‐chalcogenylimidazo[1,5‐ a ]quinolines. Further, we have shown synthetic utility of 3‐sulfenylimidazo[1,5‐ a ]quinolines with m ‐CPBA to afford corresponding sulfones in good to excellent yields.