Citation: Kiumars Bahrami, Mohammad Mehdi Khodaei, Maryam Tajik, Vida Shakibaian. A novel approach towards dethioacetalization reactions with H₂O₂-SOCl₂ system[J]. Chinese Chemical Letters, ;2012, 23(1): 81-85. doi: 10.1016/j.cclet.2011.09.011 shu

A novel approach towards dethioacetalization reactions with H₂O₂-SOCl₂ system

a Department of Organic Chemistry, Faculty of Chemistry, Razi University, Kermanshah 67149-67346, Iran;
b Nanoscience and Nanotechnology Research Center (NNRC), Razi University, Kermanshah 67149-67346, Iran

Received Date: 17 June 2011

Fund Project: We are thankful to the Razi University Research Council for partial support of this work.

A simple and efficient protocol for the deprotection of dithioacetal, 1,3-dithianes and 1,3-dithiolanes has been developed using H₂O₂-SOCl₂ reagent system. In addition to the absence of overoxidation products for oxidation-prone substrates, high chemoselectivity, the low cost and availability of the reagents, simplicity of the method, short reaction times, and excellent yields can also be considered as strong points for this method.
- Deprotection,
- Carbonyl protecting group,
- Dethioacetalization,
- Dithioacetals,
- Hydrogen peroxide
1. [1]
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3. [3]
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4. [4]
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5. [5]
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6. [6]
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7. [7]
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8. [8]
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11. [11]
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15. [15]
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16. [16]
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17. [17]
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18. [18]
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19. [19]
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20. [20]
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