Construction of excellent thermal latent system for the synthesis of networked epoxide polymers by sulfonium salts

AbstractThis Account discusses several new reaction methods developed in our group that utilize sulfur-mediated reactions through sulfonium salts and ylides, highlighting the interplay of rational design and serendipity. Our initial goal was to convert aliphatic C–H bonds into C–C bonds site-selectively, and without the use of transition-metal catalysts. While a proof-of-concept has been achieved, this target is far from being ideally realized. The unexpected discovery of an anti-Markovnikov rearrangement and subsequent studies on difunctionalization of alkynes were much more straightforward, and eventually led to the new possibility of asymmetric N–H insertion of sulfonium ylides through Brønsted acid catalysis.1 Introduction2 Allylic/Propargylic C–H Functionalization3 Anti-Markovnikov Rearrangement4 Difunctionalization of Alkynes5 Asymmetric N–H Insertion of Sulfonium Ylides6 Conclusion

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4‐Aryl‐2‐Imino‐1,3‐Dithiolanes from the Room Temperature Coupling of Sodium Dithiocarbamates with Sulfonium Salts

European Journal of Organic Chemistry ◽

10.1002/ejoc.202100124 ◽

2021 ◽

Vol 2021 (10) ◽

pp. 1615-1622

Author(s):

Giulio Bresciani ◽

Fabio Marchetti ◽

Gianluca Ciancaleoni ◽

Guido Pampaloni

Keyword(s):

Room Temperature ◽

Sulfonium Salts

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Photochemical (Hetero-)Arylation of Aryl Sulfonium Salts

Organic Letters ◽

10.1021/acs.orglett.1c01904 ◽

2021 ◽

Author(s):

Yue Zhao ◽

Congjun Yu ◽

Wenjing Liang ◽

Frederic W. Patureau

Keyword(s):

Sulfonium Salts

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Über Reaktionen mit Betain, IX / Reactions with Betaine, IX

Zeitschrift für Naturforschung B ◽

10.1515/znb-1974-11-1213 ◽

1974 ◽

Vol 29 (11-12) ◽

pp. 765-768 ◽

Cited By ~ 2

Author(s):

Helga Wittmann ◽

Franz Adolf Petio

Keyword(s):

Isocyanate Group ◽

Sulfonium Salts

Dimethylsulfoniumphenacylbromide reacts with arylisocyanates in the presence of N-ethyldiisopropylamine to stable dioxo-S-ylides (1-5). Compounds 6-16 are obtained by variation of the starting sulfonium salts and isocyanates. Tolyl-2,4-diisoyanate yields with dimethylsulfoniumphenacylbromide the 1:2 adduct 17, while with the corresponding triphenylphosphoniumbromide the 1:1 adduct 18, with a free isocyanate group, is obtained.

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