Literature DB >> 17221999

Expedient synthesis of sulfinamides from sulfonyl chlorides.

Michael Harmata1, Pinguan Zheng, Chaofeng Huang, Maria G Gomes, Weijiang Ying, Kanok-On Rayanil, Kanok-On Ranyanil, Gayatri Balan, Nathan L Calkins.   

Abstract

Sulfinamides were synthesized from sulfonyl chlorides using a procedure involving in situ reduction of sulfonyl chlorides. The reaction is broad in scope and easy to perform.

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Year:  2007        PMID: 17221999      PMCID: PMC2533049          DOI: 10.1021/jo062296i

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  8 in total

1.  Cyclic sulfonimidates by dynamic diastereomer-differentiating cyclisation: large-scale synthesis and mechanistic studies.

Authors:  M Reggelin; B Junker
Journal:  Chemistry       Date:  2001-03-16       Impact factor: 5.236

2.  Formation of cyclic sulfinates and sulfinamides through homolytic substitution at the sulfur atom.

Authors:  Julien Coulomb; Victor Certal; Louis Fensterbank; Emmanuel Lacôte; Max Malacria
Journal:  Angew Chem Int Ed Engl       Date:  2006-01-16       Impact factor: 15.336

3.  Asymmetric synthesis of protected 1,2-amino alcohols using tert-butanesulfinyl aldimines and ketimines.

Authors:  T P Tang; S K Volkman; J A Ellman
Journal:  J Org Chem       Date:  2001-12-28       Impact factor: 4.354

4.  Lewis Acid Mediated Reactions of N-Arylsulfonimidoyl Chlorides with Alkenes. Some Steric Effects of Alkene Substitution.

Authors:  Michael Harmata; Mehmet Kahraman
Journal:  J Org Chem       Date:  1998-10-02       Impact factor: 4.354

5.  Asymmetric Synthesis and Properties of Sulfinimines (Thiooxime S-Oxides).

Authors:  Franklin A. Davis; Rajarathnam E. Reddy; Joanna M. Szewczyk; G. Venkat Reddy; Padma S. Portonovo; Huiming Zhang; Dean Fanelli; R. Thimma Reddy; Ping Zhou; Patrick J. Carroll
Journal:  J Org Chem       Date:  1997-04-18       Impact factor: 4.354

6.  Selective diethylzinc reduction of imines in the presence of ketones catalyzed by Ni(acac)2.

Authors:  Xue Xiao; Haowei Wang; Zhiyan Huang; Jun Yang; Xiaoxia Bian; Yong Qin
Journal:  Org Lett       Date:  2006-01-05       Impact factor: 6.005

7.  Enantioselective synthesis of chiral sulfinates using chiral diamines.

Authors:  Shuichi Nakamura; Motoaki Tateyama; Hideki Sugimoto; Masaya Nakagawa; Yoshihiko Watanabe; Norio Shibata; Takeshi Toru
Journal:  Chirality       Date:  2005-02       Impact factor: 2.437

8.  Addition of Bu3SnLi to tert-butanesulfinimines as an efficient route to chiral, nonracemic alpha-aminoorganostannanes.

Authors:  Kevin W Kells; J Michael Chong
Journal:  Org Lett       Date:  2003-10-30       Impact factor: 6.005

  8 in total
  6 in total

1.  Synthesis of Nitric Oxide Donors Derived from Piloty's Acid and Study of Their Effects on Dopamine Secretion from PC12 Cells.

Authors:  Daniele Sanna; Gaia Rocchitta; Maria Serra; Marcello Abbondio; Pier Andrea Serra; Rossana Migheli; Lidia De Luca; Eugenio Garribba; Andrea Porcheddu
Journal:  Pharmaceuticals (Basel)       Date:  2017-09-05

2.  Modern Stereoselective Synthesis of Chiral Sulfinyl Compounds.

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

3.  CuI nanoparticles supported on a novel polymer-layered double hydroxide nanocomposite: an efficient heterogeneous nanocatalyst for the synthesis of bis-N-arylsulfonamides.

Authors:  Jamshid Babamoradi; Ramin Ghorbani-Vaghei; Sedigheh Alavinia
Journal:  RSC Adv       Date:  2021-05-26       Impact factor: 3.361

4.  CF3SO2X (X = Na, Cl) as reagents for trifluoromethylation, trifluoromethylsulfenyl-, -sulfinyl- and -sulfonylation and chlorination. Part 2: Use of CF3SO2Cl.

Authors:  Hélène Chachignon; Hélène Guyon; Dominique Cahard
Journal:  Beilstein J Org Chem       Date:  2017-12-19       Impact factor: 2.883

5.  Sulfinamide Synthesis Using Organometallic Reagents, DABSO, and Amines.

Authors:  Pui Kin Tony Lo; Gwyndaf A Oliver; Michael C Willis
Journal:  J Org Chem       Date:  2020-04-14       Impact factor: 4.354

6.  Hydroxylamine-Derived Reagent as a Dual Oxidant and Amino Group Donor for the Iron-Catalyzed Preparation of Unprotected Sulfinamides from Thiols.

Authors:  Sayanti Chatterjee; Szabolcs Makai; Bill Morandi
Journal:  Angew Chem Int Ed Engl       Date:  2020-11-10       Impact factor: 16.823

  6 in total

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