A Convenient Synthesis of 3,4-bis(Trimethylsilylmethyl)-5,6-dihydro-2H-pyrans Through a Catalyzed Hetero Diels-Alder Reaction

1994 ◽  
Vol 24 (21) ◽  
pp. 3047-3053 ◽  
Author(s):  
Corinne Brouard ◽  
Jacques Pornet ◽  
Léone Miginiac
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
Convenient Synthesis

scholarly journals Convenient Synthesis of Functionalized Unsymmetrical Vinyl Disulfides and Their Inverse Electron-Demand Hetero-Diels-Alder Reaction

Materials ◽  
2021 ◽  
Vol 14 (6) ◽  
pp. 1342
Author(s):  
Bartosz Jędrzejewski ◽  
Mateusz Musiejuk ◽  
Justyna Doroszuk ◽  
Dariusz Witt
Keyword(s):  
Functional Groups ◽  
Alder Reaction ◽  
Diels Alder ◽  
Inverse Electron Demand ◽  
Mild Conditions ◽  
Diels Alder Reaction ◽  
Convenient Synthesis ◽  
High Yields ◽  
Electron Demand

The simple, convenient, and efficient methods for the preparation of unsymmetrical vinyl disulfides with additional functional groups under mild conditions with moderate to high yields were designed. The developed methods include the reaction of S-vinyl phosphorodithioate with thiotosylates or S-vinyl thiotosylate with thiols. The designed methods allow for the synthesis of unsymmetrical vinyl disulfides with additional functionalities such as hydroxy, carboxy, protected amino, or ester groups. Vinyl disulfides reacted with the generated transient o-iminothioquinones in an inverse electron-demand [4+2] cycloaddition to produce benzo[b][1,4]thiazine derivatives.

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