Synthesis of Pyrazines and Quinoxalines via Acceptorless Dehydrogenative Coupling Routes Catalyzed by Manganese Pincer Complexes

Prosenjit Daw, Amit Kumar, Noel Angel Espinosa-Jalapa, Yael Diskin-Posner, Yehoshoa Ben-David, David Milstein

Research output: Contribution to journal › Article

16 Citations (Scopus)

Abstract

Base-metal catalyzed dehydrogenative self-coupling of 2-amino alcohols to selectively form functionalized 2,5-substituted pyrazine derivatives is presented. Also, 2-substituted quinoxaline derivatives are synthesized by dehydrogenative coupling of 1,2-diaminobenzene and 1,2-diols. In both cases, water and hydrogen gas are formed as the sole byproducts. The reactions are catalyzed by acridine-based pincer complexes of earth-abundant manganese.

Original languageEnglish
Pages (from-to)7734-7741
Number of pages8
JournalACS Catalysis
Volume8
Issue number9
DOIs
Publication statusPublished - Sep 7 2018

Fingerprint

Pyrazines
Quinoxalines
Manganese
Amino alcohols
Amino Alcohols
Acridines
Derivatives
Byproducts
Hydrogen
Gases
Metals
Earth (planet)
Water
1,2-diaminobenzene

Keywords

  • dehydrogenative coupling
  • manganese
  • pincer
  • pyrazine
  • quinoxaline

ASJC Scopus subject areas

  • Catalysis

Cite this

Synthesis of Pyrazines and Quinoxalines via Acceptorless Dehydrogenative Coupling Routes Catalyzed by Manganese Pincer Complexes. / Daw, Prosenjit; Kumar, Amit; Espinosa-Jalapa, Noel Angel; Diskin-Posner, Yael; Ben-David, Yehoshoa; Milstein, David.

In: ACS Catalysis, Vol. 8, No. 9, 07.09.2018, p. 7734-7741.

Research output: Contribution to journal › Article

Daw, P, Kumar, A, Espinosa-Jalapa, NA, Diskin-Posner, Y, Ben-David, Y & Milstein, D 2018, 'Synthesis of Pyrazines and Quinoxalines via Acceptorless Dehydrogenative Coupling Routes Catalyzed by Manganese Pincer Complexes', ACS Catalysis, vol. 8, no. 9, pp. 7734-7741. https://doi.org/10.1021/acscatal.8b02208
Daw P, Kumar A, Espinosa-Jalapa NA, Diskin-Posner Y, Ben-David Y, Milstein D. Synthesis of Pyrazines and Quinoxalines via Acceptorless Dehydrogenative Coupling Routes Catalyzed by Manganese Pincer Complexes. ACS Catalysis. 2018 Sep 7;8(9):7734-7741. https://doi.org/10.1021/acscatal.8b02208
Daw, Prosenjit ; Kumar, Amit ; Espinosa-Jalapa, Noel Angel ; Diskin-Posner, Yael ; Ben-David, Yehoshoa ; Milstein, David. / Synthesis of Pyrazines and Quinoxalines via Acceptorless Dehydrogenative Coupling Routes Catalyzed by Manganese Pincer Complexes. In: ACS Catalysis. 2018 ; Vol. 8, No. 9. pp. 7734-7741.
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