Structure of the dimethyl sulfoxide-oxalyl chloride reaction product. Oxidation of heteroaromatic and diverse alcohols to carbonyl compounds

1979 ◽  
Vol 44 (23) ◽  
pp. 4148-4150 ◽  
Author(s):  
Anthony J. Mancuso ◽  
Debra S. Brownfain ◽  
Daniel Swern
Keyword(s):  
Dimethyl Sulfoxide ◽  
Carbonyl Compounds ◽  
Oxalyl Chloride

ChemInform Abstract: Direct Oxidation of Trimethyl- and Triethylsilyl-substituted Alcohols to Carbonyl Compounds by the System Dimethyl Sulfoxide-Oxalyl Chloride.

ChemInform ◽  
1988 ◽  
Vol 19 (21) ◽  
Author(s):  
G. A. TOLSTIKOV ◽  
M. S. MIFTAKHOV ◽  
N. S. VOSTRIKOV ◽  
N. G. KOMISSAROVA ◽  
M. E. ADLER ◽  
...  
Keyword(s):  
Dimethyl Sulfoxide ◽  
Carbonyl Compounds ◽  
Oxalyl Chloride ◽  
Direct Oxidation

Dimethyl sulfoxide/oxalyl chloride: A useful reagent for sulfenyletherification

2018 ◽  
Vol 48 (21) ◽  
pp. 2773-2781 ◽  
Author(s):  
Yang Gao ◽  
Siwei Cheng ◽  
Ting Zhang ◽  
Rui Ding ◽  
Yongguo Liu ◽  
...  
Keyword(s):  
Dimethyl Sulfoxide ◽  
Oxalyl Chloride

Cyclopropenium-Activated DMSO for Swern-Type Oxidation

Synlett ◽  
2019 ◽  
Vol 30 (03) ◽  
pp. 329-332 ◽  
Author(s):  
Tianfo Guo ◽  
Yu Gao ◽  
Zhenjiang Li ◽  
Jingjing Liu ◽  
Kai Guo
Keyword(s):  
Conventional Method ◽  
Carbonyl Compounds ◽  
Oxalyl Chloride ◽  
Fast Reactions ◽  
Broad Scope ◽  
New Type ◽  
High Yields ◽  
Swern Oxidation ◽  
Easy Operation

Swern oxidation is widely used to convert alcohols into their corresponding carbonyl compounds. However, the conventional method with use of the volatile oxalyl chloride as an activator requires the reaction to be conducted below −60 °C. We discovered that 3,3-dichloro-1,2-diphenylcyclopropene (DDC) can be used as a new activator for Swern-type oxidations of alcohols, which can be conducted at −20 °C. This new protocol features mild and fast reactions with easy operation. Furthermore, the activator DDC is easy to handle, and diphenylcyclopropenone can be recovered quantitively. This new type of Swern oxidation shows a broad scope of substrates including benzylic, allylic, aliphatic, and biobased alcohols, and gives high yields of up to 93%.

A Facile Method for the Sulfenyllactonization of Alkenoic Acids Using Dimethyl Sulfoxide Activated by Oxalyl Chloride

Synthesis ◽  
2016 ◽  
Vol 49 (06) ◽  
pp. 1380-1386 ◽  
Author(s):  
Hongyu Tian ◽  
Ting Zhang ◽  
Yifeng Dai ◽  
Siwei Cheng ◽  
Yongguo Liu ◽  
...  
Keyword(s):  
Dimethyl Sulfoxide ◽  
Oxalyl Chloride
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