Literature DB >> 25077600

Stereoselective [3+2] cycloaddition of N-tert-butanesulfinyl imines to arynes facilitated by a removable PhSO₂CF₂ group: synthesis and transformation of cyclic sulfoximines.

Wenchao Ye1, Laijun Zhang, Chuanfa Ni, Jian Rong, Jinbo Hu.   

Abstract

An unprecedented [3+2] cycloaddition between N-tert-butanesulfinyl imines and arynes provides a stereoselective method for the synthesis of cyclic sulfoximines. Not only does the difluoro(phenylsulfonyl)methyl group play an important role in facilitating the cycloaddition reaction, it can also be removed or substituted through the transformation of the difluorinated cyclic sulfoximines to cyclic sulfinamides.

Entities:  

Year:  2014        PMID: 25077600     DOI: 10.1039/c4cc05042h

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  4 in total

1.  Modern Stereoselective Synthesis of Chiral Sulfinyl Compounds.

Authors:  Elżbieta Wojaczyńska; Jacek Wojaczyński
Journal:  Chem Rev       Date:  2020-04-29       Impact factor: 60.622

2.  Synthetic Approach toward Enantiopure Cyclic Sulfinamides.

Authors:  Glebs Jersovs; Matiss Bojars; Pavel A Donets; Edgars Suna
Journal:  Org Lett       Date:  2022-06-16       Impact factor: 6.072

3.  Harnessing Sulfinyl Nitrenes: A Unified One-Pot Synthesis of Sulfoximines and Sulfonimidamides.

Authors:  Thomas Q Davies; Michael J Tilby; Jack Ren; Nicholas A Parker; David Skolc; Adrian Hall; Fernanda Duarte; Michael C Willis
Journal:  J Am Chem Soc       Date:  2020-08-25       Impact factor: 15.419

Review 4.  N-tert-Butanesulfinyl imines in the asymmetric synthesis of nitrogen-containing heterocycles.

Authors:  Joseane A Mendes; Paulo R R Costa; Miguel Yus; Francisco Foubelo; Camilla D Buarque
Journal:  Beilstein J Org Chem       Date:  2021-05-12       Impact factor: 2.883

  4 in total

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