4.8 Article

Highly Stereoselective Metal-Free Hydrogenations of Pyrrolo[1,2-a]quinoxalines

Journal

ORGANIC LETTERS
Volume 20, Issue 18, Pages 5653-5656

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b02364

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Funding

  1. National Natural Science Foundation of China [21572231, 21521002]

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A metal-free hydrogenation of pyrrolo[1,2-a]quinoxalines has been successfully realized by using the combination of B(C6F5)(3) and tris(4-methoxyphenyl)phosphine to furnish the corresponding 1,2,3,3a,4,5-hexahydropyrrolo[1,2-a]quinoxalines in 59-99% yields. For 4-aryl-substituted pyrrolo[1,2-a]quinoxalines, high cis selectivities were obtained, but trans-selectivities were achieved for the 4-methyl-substituted substrates.

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