The literature on cyclic sulfinamides (put simply, sultims) published from 1989 to 2022 has been summarized and reviewed. The information is divided into two sections: the analysis of synthetic methods on the preparation of cyclic sulfinamides and the discussion of the chemical properties of cyclic sulfinamides focusing on their reactions and applications. The survey of the reaction conditions, provided in the most detailed way, and a critical view of the reaction mechanisms add an extra dimension to the text. The data presented will be useful to specialists in different areas, especially those who work in the field of synthetic organic and pharmaceutical chemistry.
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http://dx.doi.org/10.1002/tcr.202300221 | DOI Listing |
Angew Chem Int Ed Engl
December 2024
Shenzhen Grubbs Institute and Department of Chemistry, Southern University of Science and Technology, Shenzhen, 518055, China.
ACS Chem Biol
December 2023
Department of Chemistry, Wake Forest University, Winston-Salem, North Carolina 27107, United States.
Bacillithiol (BSH) replaces glutathione (GSH) as the most prominent low-molecular-weight thiol in many low G + C gram-positive bacteria. BSH plays roles in metal binding, protein/enzyme regulation, detoxification, redox buffering, and bacterial virulence. Given the small amounts of BSH isolated from natural sources and relatively lengthy chemical syntheses, the reactions of BSH with pertinent reactive oxygen, nitrogen, and sulfur species remain largely unexplored.
View Article and Find Full Text PDFChem Rec
February 2024
Taras Shevchenko National University of Kyiv, Volodymyrska Street 60, Kyiv, 01033, Ukraine.
Chem Commun (Camb)
May 2023
CCNU-uOttawa Joint Research Centre, Key Laboratory of Pesticides & Chemical Biology Ministry of Education, International Joint Research Center for Intelligent Biosensing Technology and Health, College of Chemistry, Central China Normal University (CCNU), 152 Luoyu Road, Wuhan, Hubei 430079, China.
The chemistry of cyclic sulfinic acid derivatives (sultines and cyclic sulfinamides) was underdeveloped for a long time due to their inaccessibility. Considering the importance of cyclic sulfinate esters and amides in the fields of chemistry, pharmaceutical science, and material science, synthesis strategies involving cyclic sulfinic acid derivatives have been paid more attention in recent years, and have been widely used in the synthesis of sulfur-containing compounds such as sulfoxides, sulfones, sulfinates and thioethers. Despite the impressive improvements that have been made in last twenty years with the new strategies, to date, no reviews have been published, to the best of our knowledge, dealing with the preparation of cyclic sulfinic acid derivatives.
View Article and Find Full Text PDFJ Am Chem Soc
October 2022
Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062, P. R. China.
Asymmetric cycloaddition reactions are the most powerful tool to the expeditious construction of enantioenriched cyclic motifs in organic chemistry. In sharp contrast to well-developed cycloaddition reactions via the palladium-trimethylenemethane (Pd-TMM) intermediate, hetero (3 + 2) cycloadditions of the heteroallyl cations remain rare, largely due to their thermally forbidden nature. To the best of our knowledge, there is no example of asymmetric version leading to enantioenriched heterocycles reported so far.
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