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

doi:10.1021/acscatal.8b02208

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

Weizmann Institute of Science, Israel

Research output: Contribution to journal › Article

34 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 language	English
Pages (from-to)	7734-7741
Number of pages	8
Journal	ACS Catalysis
Volume	8
Issue number	9
DOIs	https://doi.org/10.1021/acscatal.8b02208
Publication status	Published - Sep 7 2018

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Keywords

dehydrogenative coupling
manganese
pincer
pyrazine
quinoxaline

ASJC Scopus subject areas

Catalysis
Chemistry(all)

Cite this

Daw, P., Kumar, A., Espinosa-Jalapa, N. A., 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, 8(9), 7734-7741. https://doi.org/10.1021/acscatal.8b02208

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Access to Document

10.1021/acscatal.8b02208