Synthesis of Tetrasubstituted Symmetrical Pyrazines from β‐Keto γ‐Amino Esters: A Mild Strategy for Self‐Dimerization of Peptides. Issue 1 (25th November 2014)

• Record Type: Journal Article
• Authors: Ganesh Kumar, Mothukuri; Thombare, Varsha J.; Bhaisare, Rupal D.; Adak, Anindita; Gopi, Hosahudya N.
• Is Part Of: European journal of organic chemistry. Issue 1(2015)
• Page Start: 135
• Page End: 141
• Publication Date: 2014-11-25
• Subjects: Amino acids -- Peptides -- Oxidation -- Cyclization -- Nitrogen heterocycles; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201403237
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: A facile synthesis of highly symmetrical tetrasubstituted pyrazines through simple aerial oxidation of β‐keto γ‐amino esters is reported. The scope of the reaction was examined by use of various amino acid side‐chain functional groups and peptides. The mild and efficient transformation of β‐keto γ‐amino esters into pyrazines may serve as an attractive strategy for self‐dimerization of peptides. Abstract : A facile synthesis of highly symmetrical tetrasubstituted pyrazines through simple aerial oxidation of β‐keto γ‐esters derived from amino acids and peptides is reported.