The Chemistry of α-Oxo Ketene Cyclic Dithioacetal(XXXVI)──Studies on Silica G Catalyzed Decomposition or Adducts of β, β-1, 3-Propylenedithio-α,β-unsaturated Arylketones with Grignard Reagents

Chem. J. Chinese Universities ›› 1997, Vol. 18 ›› Issue (1): 68.

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The Chemistry of α-Oxo Ketene Cyclic Dithioacetal(XXXVI)──Studies on Silica G Catalyzed Decomposition or Adducts of β, β-1, 3-Propylenedithio-α,β-unsaturated Arylketones with Grignard Reagents

DONG De-Wen¹, XIE Zhen-Li¹, LIU Qun², YANG Zhi-Yun², LIU Jing-Fu²

1. Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun, 130022;
2. Department of Chemistry, Northeast Normal University

Received:1996-01-20 Online:1997-01-24 Published:1997-01-24

Abstract

Abstract: β, β-1, 3-Propylenedithio-α, β-unsaturated arylketones 2 via chemoselective 1, 2-addition with allyl or benzyl Grignard reagents afforded the corresponding carbinols 3 and 4.Catalyzed by silica gel, the carbinols 3 and 4 were converted to the β, γ-unsaturated arylke-tones 5, 6.The mechanism and reaction condition were discussed.

Key words: β,β-1,3-Propylenedithio-a, β-unsaturated arylketone, Grignard reagent, Decom-position, β,γ-Unsaturated arylketones

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DONG De-Wen, XIE Zhen-Li, LIU Qun, YANG Zhi-Yun, LIU Jing-Fu. The Chemistry of α-Oxo Ketene Cyclic Dithioacetal(XXXVI)──Studies on Silica G Catalyzed Decomposition or Adducts of β, β-1, 3-Propylenedithio-α,β-unsaturated Arylketones with Grignard Reagents[J]. Chem. J. Chinese Universities, 1997, 18(1): 68.

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The Chemistry of α-Oxo Ketene Cyclic Dithioacetal(XXXVI)──Studies on Silica G Catalyzed Decomposition or Adducts of β, β-1, 3-Propylenedithio-α,β-unsaturated Arylketones with Grignard Reagents

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