Switchable Copper-Catalyzed Approach to Benzodithiole, Benzothiaselenole, and Dibenzodithiocine Skeletons
A copper-catalyzed reaction between 2-bromo-benzothioamides and S8 or Se involving sulfur rearrangement is reported, enabling access to benzodithioles 2 and benzothiaselenoles 6 in the presence of Cs2CO3. In the absence of S8 or Se, the reaction affords dibenzodithiocines 7 via two consecutive C(sp2)-S Ullmann couplings.
Huang, Meng-Qiao,K?rk?s, Markus D.,Li, Tuan-Jie,Liu, Jian-Quan,Shatskiy, Andrey,Wang, Xiang-Shan
p. 3454 - 3459
(2020/04/30)
Use of dimethyldioxirane for the oxidation of 1,2-dithiolan-3-ones to 1- oxides or 1,1-dioxides. Preparation of 3H-1,2-benzodithiol-3-one 1,1-dioxide (Beaucage sulfurizing reagent)
Quantitative oxidation of 3H-1,2-benzodithiol-3-one to 3H-1,2- benzodithiol-3-one 1, 1-dioxide (Beaucage sulfurizing reagent) is achieved by reaction of the dithiolanone with a fourfold molar excess of dimethyldioxirane for 2-4 hours at room temperature. A one- or twofold molar excess of reagent affords the 1-oxide as the main product.
Marchan, Vicente,Gibert, Mariona,Messeguer, Angel,Pedroso, Enrique,Grandas, Anna
p. 43 - 45
(2007/10/03)
LARGE-SCALE PREPARATION OF THE SULFUR-TRANSFER REAGENT 3H-1,2-BENZODITHIOL-3-ONE 1,1-DIOXIDE
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Regan, J. B.,Phillips, L. R.,Beaucage, S. L.
p. 488 - 492
(2007/10/03)
The automated synthesis of sulfur-containing oligodeoxyribonucleotides using 3H-1,2-benzodithiol-3-one 1,1-dioxide as a sulfur-transfer reagent
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Iyer,Phillips,Egan,Regan,Beaucage
p. 4693 - 4699
(2007/10/02)
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