Open AccessDOI
N-Sulfanylimides as the Sulfur Source for Alkyl Allenyl Sulfoxides via [2,3]-Sigmatropic Rearrangement
Adam B. Riddell,Michelle M. Michalski,Monika R. Snowdon,Mark J. Hirst,Adrian L. Schwan +4 more
- Vol. 6, Iss: 41, pp 11331-11336
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The article was published on 2021-11-08 and is currently open access. It has received 2 citations till now. The article focuses on the topics: Sigmatropic reaction & 2,3-sigmatropic rearrangement.read more
Citations
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Journal ArticleDOI
One-pot thiol-free synthetic approach to sulfides, and sulfoxides selectively
TL;DR: In this article , a facile and efficient thiol-free one-pot method for direct synthesis of sulfides and sulfoxides under green conditions without using any metal catalyst is reported.
Journal ArticleDOI
Synthesis of alkyl allenyl sulfoxides from thiosuccinimides via [2,3]-sigmatropic rearrangement
TL;DR: In this article , a variety of alkyl allenyl sulfoxides were synthesized in fair to good yields (21−73%, 21 examples) with the optimized conditions of excess propargyl alcohol and potassium carbonate in chloroform at 50°C.
References
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Journal ArticleDOI
Diels‐Alder Reactions of Sulfur‐Substituted Allenecarboxylates An FMO Approach by the PM3‐Method. The effect of captodative (c,d) substitution of some olefins and allenes has been investigated by MNDO‐PM3 calculations. These results are compared with the Diels‐Alder reactions of α‐sulfur‐substituted allenecarboxylates. α‐Sulfonyl allenecarboxylates 6 are a new class of stable gem‐diacceptor‐substituted allenes.
Martin Conrads,Jochen Mattay +1 more
TL;DR: In this paper, the effect of captodative substitution of some olefins and allenes has been investigated by MNDO-PM3 calculations, and the results are compared with the Diels-Alder reactions of α-sulfur-substituted allenecarboxylates.
Journal ArticleDOI
Regio- and stereoselective thiocyanatothiolation of alkynes and alkenes by using NH4SCN and N-thiosuccinimides
Liang Qi,Shiwen Liu,Linxia Xiao +2 more
TL;DR: This metal-free thiocyanatothiolation system offers good chemical yields for a wide range of alkyne and alkene substrates with good functional group tolerance.
Journal ArticleDOI
Diastereoselective α-Sulfenylation of N- tert-Butanesulfinyl Imidates.
TL;DR: A diastereoselective α-sulfenylation of chiral α-aryl/alkyl N- tert-butanesulfinyl imidates has been developed, which can efficiently synthesize enantioenriched 1,2-Sulfanyl amine derivatives such as sulconazole.
Journal ArticleDOI
Sodium Bicyclo[1.1.1]pentanesulfinate : A Bench-Stable Precursor for Bicyclo[1.1.1]pentylsulfones and Bicyclo- [1.1.1]pentanesulfonamides
TL;DR: The synthesis of the bench‐stable sodium bicyclo‐SO2Na enables access to BCP sulfones and sulfonamides avoiding the volatile [1.1. 1.1]propellane which is favorable for the extension of SAR studies and enables the synthesis of products that were not available with previous methods.
Journal ArticleDOI
Origins and applications of stereoselective sulfenate anion alkylation reactions
TL;DR: Selected sulfenate anions can be alkylated with diastereoselectivities near 9:1 when there is appropriately positioned carbon chirality in the sulfenite structure or in the alkylation electrophile as discussed by the authors.
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