Literature DB >> 25941981

Sulfur imidations: access to sulfimides and sulfoximines.

Vincent Bizet1, Christine M M Hendriks, Carsten Bolm.   

Abstract

Being mono-aza analogues of sulfoxides and sulfones, sulfimides and sulfoximines, respectively, are important compounds in asymmetric synthesis, crop protection and medicinal chemistry. For their preparation various methods have been developed. In the search for the optimal synthetic approach for a given target compound, several parameters have to be considered which also include safety issues and availability of starting materials. In this tutorial review, we present an overview of sulfur imidation methods, classified by imidating agents and compounds with a related behaviour. The aim of this survey is to provide a practical "tool box" for the synthetic chemist by mapping the advantages and disadvantages associated with the use of these compounds.

Entities:  

Year:  2015        PMID: 25941981     DOI: 10.1039/c5cs00208g

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  23 in total

1.  SuFEx Chemistry of Thionyl Tetrafluoride (SOF4 ) with Organolithium Nucleophiles: Synthesis of Sulfonimidoyl Fluorides, Sulfoximines, Sulfonimidamides, and Sulfonimidates.

Authors:  Bing Gao; Suhua Li; Peng Wu; John E Moses; K Barry Sharpless
Journal:  Angew Chem Int Ed Engl       Date:  2018-01-16       Impact factor: 15.336

2.  Redox-based reagents for chemoselective methionine bioconjugation.

Authors:  Shixian Lin; Xiaoyu Yang; Shang Jia; Amy M Weeks; Michael Hornsby; Peter S Lee; Rita V Nichiporuk; Anthony T Iavarone; James A Wells; F Dean Toste; Christopher J Chang
Journal:  Science       Date:  2017-02-10       Impact factor: 47.728

Review 3.  Synthesis and Transformations of NH-Sulfoximines.

Authors:  Michael Andresini; Arianna Tota; Leonardo Degennaro; James A Bull; Renzo Luisi
Journal:  Chemistry       Date:  2021-10-13       Impact factor: 5.020

4.  One-Pot Synthesis of N-Iodo Sulfoximines from Sulfides.

Authors:  Anže Zupanc; Marjan Jereb
Journal:  J Org Chem       Date:  2021-03-25       Impact factor: 4.354

5.  Synthesis of Pyrroles via Consecutive 6π-Electrocyclization/Ring-Contraction of Sulfilimines.

Authors:  Franz-Lucas Haut; Niklas J Feichtinger; Immanuel Plangger; Lukas A Wein; Mira Müller; Tim-Niclas Streit; Klaus Wurst; Maren Podewitz; Thomas Magauer
Journal:  J Am Chem Soc       Date:  2021-06-09       Impact factor: 15.419

6.  Novel Pieces for the Emerging Picture of Sulfoximines in Drug Discovery: Synthesis and Evaluation of Sulfoximine Analogues of Marketed Drugs and Advanced Clinical Candidates.

Authors:  Juan Alberto Sirvent; Ulrich Lücking
Journal:  ChemMedChem       Date:  2017-03-22       Impact factor: 3.466

7.  Catalytic Enantioselective Synthesis of Pyridyl Sulfoximines.

Authors:  Yu Tang; Scott J Miller
Journal:  J Am Chem Soc       Date:  2021-06-14       Impact factor: 16.383

8.  Transfer of Electrophilic NH Using Convenient Sources of Ammonia: Direct Synthesis of NH Sulfoximines from Sulfoxides.

Authors:  Marina Zenzola; Robert Doran; Leonardo Degennaro; Renzo Luisi; James A Bull
Journal:  Angew Chem Int Ed Engl       Date:  2016-04-29       Impact factor: 15.336

9.  Sulfoximines-Assisted Rh(III)-Catalyzed C-H Activation and Intramolecular Annulation for the Synthesis of Fused Isochromeno-1,2-Benzothiazines Scaffolds under Room Temperature.

Authors:  Bao Wang; Xu Han; Jian Li; Chunpu Li; Hong Liu
Journal:  Molecules       Date:  2020-05-28       Impact factor: 4.411

10.  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

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