In Situ Activation of Disulfides for Multicomponent Reactions with Isocyanides and a Broad Range of Nucleophiles
Activation of disulfides with N-halogen succinimide in the presence of TEMPO allows insertion reaction by an isocyanide, the product of which can further accept a wide range of nucleophiles for the generation of isothioureas and related molecular moieties. This new procedure overcomes previous methods that accept essentially only aryl amines as the third nucleophilic component. The diverse nucleophiles usable in our new protocol make this approach a general method for de novo synthesis of many S-containing heterocycles.
"On water" catalytic enantioselective sulfenylation of deconjugated butyrolactams
The first catalytic enantioselective α-sulfenylation of deconjugated butyrolactams has been developed using dimeric cinchona alkaloids as catalysts in a water-enriched reaction medium. Highly substituted and densely functionalized γ-lactams, bearing a qua
Singha Roy, Soumya Jyoti,Mukherjee, Santanu
supporting information
p. 6921 - 6925
(2017/09/01)
AlCl3-Catalyzed Intermolecular Annulation of Thiol Derivatives and Alkynes by 1,2-Sulfur Migration: Construction of 6-Substituted Benzo[b]thiophenes
A method for the AlCl3-catalyzed intermolecular oxidative annulation of N-(arylthio)phthalimide derivatives with alkynes has been developed. The annulation reaction occurs at room temperature and involves the oxidative cleavage of the S–N bond and 1,2-sulfur migration, which leads to the construction of diverse arrays of π-conjugated 6-substituted 2,3-diarylbenzo[b]thiophene derivatives.
Ramesh,Guntreddi, Tirumaleswararao,Sahoo, Akhila K.
p. 4405 - 4413
(2017/08/23)
A mild, nonbasic synthesis of thioethers. The copper-catalyzed coupling of boronic acids with N-thio(alkyl, aryl, heteroaryl)imides
(equation presented) A new synthesis of thioethers is described. The reaction of boronic acids with aryl, heteroaryl, and alkyl N-thioimides in the presence of catalytic quantities of a Cu(I) carboxylate affords good to excellent yields of thioethers. This reaction takes place in the absence of a base under mild conditions (THF, 45-50°C, 2.5-12 h) and represents an interesting complement to known methods for thioether synthesis.
Savarin, Cecile,Srogl, Jiri,Liebeskind, Lanny S.
p. 4309 - 4312
(2007/10/03)
Synthesis of α-thiohemiaminal derivatives of deoxynupharidine
Disulfides, sulfenyl chlorides, thiosulfonates, and sulfensuccinimides were evaluated as electrophilic thiating agents for converting the enamine 6-dehydroxynupharidine to α-thiohemiaminal derivatives of the alkaloid deoxynupharidine.Sulfensuccinimides we
LaLonde, Robert T.,Eckert, Timothy S.
p. 2298 - 2302
(2007/10/02)
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