Synthesis of Tetrasubstituted Symmetrical Pyrazines from β-Keto γ-Amino Esters: A Mild Strategy for Self-Dimerization of Peptides
Mothukuri Ganesh Kumar
Department of Chemistry, Indian Institute of Science Education and Research, Dr. Homi Bhabha Road, Pune-411 008, India, http://www.iiserpune.ac.in
Search for more papers by this authorVarsha J. Thombare
Department of Chemistry, Indian Institute of Science Education and Research, Dr. Homi Bhabha Road, Pune-411 008, India, http://www.iiserpune.ac.in
Search for more papers by this authorRupal D. Bhaisare
Department of Chemistry, Indian Institute of Science Education and Research, Dr. Homi Bhabha Road, Pune-411 008, India, http://www.iiserpune.ac.in
Search for more papers by this authorAnindita Adak
Department of Chemistry, Indian Institute of Science Education and Research, Dr. Homi Bhabha Road, Pune-411 008, India, http://www.iiserpune.ac.in
Search for more papers by this authorCorresponding Author
Hosahudya N. Gopi
Department of Chemistry, Indian Institute of Science Education and Research, Dr. Homi Bhabha Road, Pune-411 008, India, http://www.iiserpune.ac.in
Department of Chemistry, Indian Institute of Science Education and Research, Dr. Homi Bhabha Road, Pune-411 008, IndiaSearch for more papers by this authorMothukuri Ganesh Kumar
Department of Chemistry, Indian Institute of Science Education and Research, Dr. Homi Bhabha Road, Pune-411 008, India, http://www.iiserpune.ac.in
Search for more papers by this authorVarsha J. Thombare
Department of Chemistry, Indian Institute of Science Education and Research, Dr. Homi Bhabha Road, Pune-411 008, India, http://www.iiserpune.ac.in
Search for more papers by this authorRupal D. Bhaisare
Department of Chemistry, Indian Institute of Science Education and Research, Dr. Homi Bhabha Road, Pune-411 008, India, http://www.iiserpune.ac.in
Search for more papers by this authorAnindita Adak
Department of Chemistry, Indian Institute of Science Education and Research, Dr. Homi Bhabha Road, Pune-411 008, India, http://www.iiserpune.ac.in
Search for more papers by this authorCorresponding Author
Hosahudya N. Gopi
Department of Chemistry, Indian Institute of Science Education and Research, Dr. Homi Bhabha Road, Pune-411 008, India, http://www.iiserpune.ac.in
Department of Chemistry, Indian Institute of Science Education and Research, Dr. Homi Bhabha Road, Pune-411 008, IndiaSearch for more papers by this authorGraphical 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.
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