Magnesium-Promoted Selectively Reduction of Unprotected Indoles and Quinoxalines

doi:10.6023/cjoc202508021

Abstract

This study present a transfer hydrogenation method employing ammonia borane (H₃N·BH₃) as the hydrogen source and inexpensive magnesium as the catalyst for the selective reduction of unprotected indoles, quinoxalines, benzoxazole, benzothiazole, quinolines, and their derivatives, resulting the corresponding alicyclic heterocyclic compounds with desirable yields. This catalytic system is applicable to gram-scale syntheses and demonstrates compatibility with various functional groups, including fluorine, chlorine, bromine, trifluoromethyl, and hydroxyl. Deuterium labeling experiments show that the BH₃ counterpart of NH₃·BH₃ served as the hydride source, while the NH₃ counterpart of ammonia borane acted as a proton source. It offers a novel approach for the preparation of partially saturated heterocyclic derivatives.

Key words: Reduction, Magnesium, Indoles, Quinoxalines, Ammonia borane

Cite this article

Wei Nana, Guo Wanzhen, Lu Xing, Ren Zhiqiang, Ma Haojie, Zhang Yuqi, Wang Jijiang, Han Bo. Magnesium-Promoted Selectively Reduction of Unprotected Indoles and Quinoxalines[J]. Chinese Journal of Organic Chemistry, doi: 10.6023/cjoc202508021.

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