Literature DB >> 23212844

The emergence of transition-metal-mediated hydrothiolation of unsaturated carbon-carbon bonds: a mechanistic outlook.

Ricardo Castarlenas1, Andrea Di Giuseppe, Jesús J Pérez-Torrente, Luis A Oro.   

Abstract

The hydrothiolation of unsaturated carbon-carbon bonds is a practical and atom-economical approach for the incorporation of sulfur into organic frameworks. In recent years, we have witnessed the development of a range of transition-metal-based catalytic systems for the control of the regio- and stereoselectivity. In this Minireview we highlight the mechanistic background behind this transformation so as to help the design of more specific and active organometallic hydrothiolation catalysts.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Year:  2012        PMID: 23212844     DOI: 10.1002/anie.201205468

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  7 in total

1.  Catalytic Hydrothiolation: Counterion-Controlled Regioselectivity.

Authors:  Xiao-Hui Yang; Ryan T Davison; Shao-Zhen Nie; Faben A Cruz; Tristan M McGinnis; Vy M Dong
Journal:  J Am Chem Soc       Date:  2019-02-08       Impact factor: 15.419

Review 2.  Metal Catalysis in Thiolation and Selenation Reactions of Alkynes Leading to Chalcogen-Substituted Alkenes and Dienes.

Authors:  Nikolai V Orlov
Journal:  ChemistryOpen       Date:  2015-09-09       Impact factor: 2.911

Review 3.  Recent advances in the synthesis of thiophene derivatives by cyclization of functionalized alkynes.

Authors:  Raffaella Mancuso; Bartolo Gabriele
Journal:  Molecules       Date:  2014-09-29       Impact factor: 4.411

4.  Thiol-yne click reaction: an interesting way to derive thiol-provided catechols.

Authors:  Fabiana Nador; Juan Mancebo-Aracil; Duham Zanotto; Daniel Ruiz-Molina; Gabriel Radivoy
Journal:  RSC Adv       Date:  2021-01-07       Impact factor: 3.361

5.  Selectivity control in thiol-yne click reactions via visible light induced associative electron upconversion.

Authors:  Julia V Burykina; Nikita S Shlapakov; Evgeniy G Gordeev; Burkhard König; Valentine P Ananikov
Journal:  Chem Sci       Date:  2020-07-23       Impact factor: 9.825

6.  Atom-efficient gold(I)-chloride-catalyzed synthesis of α-sulfenylated carbonyl compounds from propargylic alcohols and aryl thiols: substrate scope and experimental and theoretical mechanistic investigation.

Authors:  Srijit Biswas; Christian Dahlstrand; Rahul A Watile; Marcin Kalek; Fahmi Himo; Joseph S M Samec
Journal:  Chemistry       Date:  2013-11-22       Impact factor: 5.236

7.  The Alkyne Moiety as a Latent Electrophile in Irreversible Covalent Small Molecule Inhibitors of Cathepsin K.

Authors:  Elma Mons; Ineke D C Jansen; Jure Loboda; Bjorn R van Doodewaerd; Jill Hermans; Martijn Verdoes; Constant A A van Boeckel; Peter A van Veelen; Boris Turk; Dusan Turk; Huib Ovaa
Journal:  J Am Chem Soc       Date:  2019-02-14       Impact factor: 15.419

  7 in total

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