Photoreduction of aliphatic and aromatic thioketals: new access to the reduction of carbonyl groups by a desulfurization chain process

TETRAHEDRON LETTERS

卷:54

Article

Oksdath-Mansilla, Gabriela¹  Argueello, Juan E.¹  Penenory, Alicia B.¹ 

[1] Univ Nacl Cordoba, Fac Ciencias Quim, Dept Quim Organ, INFIQC, RA-5000 Cordoba, Argentina

关键词: Carbonyl reduction;    Thioketals;    Photochemistry;    Electron transfer;    Radical anion;   

DOI  :  10.1016/j.tetlet.2012.12.118

来源: Elsevier

【 摘 要 】

Aromatic and aliphatic ketones can be converted to methylene groups by desulfurization of the corresponding dithioketals in moderate to good yields. The reaction proceeds by photoinduced electron transfer from tert-BuOK in the presence of 1,4-dicyclohexadiene as hydrogen atom donor. The diene is able to trigger and keep a chain process by hydrogen transfer-proton transfer reactions. (c) 2013 Elsevier Ltd. All rights reserved.

【 授权许可】

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