title: Metal-Free Decarboxylative Cyclization/Ring Expansion: Construction of Five-, Six-, and Seven-Membered Heterocycles from 2-Alkynyl Benzaldehydes and Cyclic Amino Acids.
abstract: A one pot synthesis of 1H-benzo[g]indoles, tetrahydrobenzo[h]quinolines, and naphtho[1,2-b]azepines from 2-alkynyl benzaldehydes and cyclic amino acids is reported. The salient feature of the strategy involves formation of three new bonds (one C-N and two C-C bonds) by a metal-free decarboxylation/cyclization/one-carbon ring expansion sequence in one pot.
authors.affiliation: Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, Lucknow, 226031 (India).
authors.forename: Srinivas
authors.initials: S
authors.lastname: Samala
authors.affiliation: NMR Division, Sophisticated and Analytical Instrument Facility, CSIR-Central Drug Research Institute, Lucknow, 226031 (India).|Academy of Scientific and Innovative Research, New Delhi-110001 (India).
authors.forename: Gajendra
authors.initials: G
authors.lastname: Singh
authors.affiliation: Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, Lucknow, 226031 (India).|Academy of Scientific and Innovative Research, New Delhi-110001 (India).
authors.forename: Ravi
authors.initials: R
authors.lastname: Kumar
authors.affiliation: NMR Division, Sophisticated and Analytical Instrument Facility, CSIR-Central Drug Research Institute, Lucknow, 226031 (India).|Academy of Scientific and Innovative Research, New Delhi-110001 (India).
authors.forename: Ravi Sankar
authors.initials: RS
authors.lastname: Ampapathi
authors.affiliation: Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, Lucknow, 226031 (India). bijoy_kundu@yahoo.com, b_kundu@cdri.res.in.|Academy of Scientific and Innovative Research, New Delhi-110001 (India). bijoy_kundu@yahoo.com, b_kundu@cdri.res.in.
authors.forename: Bijoy
authors.initials: B
authors.lastname: Kundu
mesh_terms: D000480:Alkynes / Q000138:chemical synthesis / Q000737:chemistry; D000598:Amino Acids, Cyclic / Q000138:chemical synthesis / Q000737:chemistry*; D001381:Azepines / Q000138:chemical synthesis* / Q000737:chemistry; D001547:Benzaldehydes / Q000138:chemical synthesis / Q000737:chemistry*; D001555:Benzene Derivatives / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000480:Alkynes; D000598:Amino Acids, Cyclic; D001381:Azepines; D001547:Benzaldehydes; D001555:Benzene Derivatives; D007211:Indoles; D011804:Quinolines
keywords: amino acids; azomethine ylides; heterocycles; ring expansion; synthetic methods