Literature DB >> 25505857

Metal-Free Preparation of Cycloalkyl Aryl Sulfides via Di-tert-butyl Peroxide-Promoted Oxidative C(sp3)[BOND]H Bond Thiolation of Cycloalkanes.

Jincan Zhao1, Hong Fang1, Jianlin Han2, Yi Pan1, Guigen Li3.   

Abstract

A concise thiolation of C(sp3)-H bond of cycloalkanes with diaryl disulfides in the presence of oxidant of di-tert-butylperoxide (DTBP) has been developed. This reaction without using any of metal catalyst, tolerates varieties of disulfides and cycloalkanes substrates, giving good to excellent chemical yields, which provides a useful approach to cycloalkyl aryl sulfides from unactivated cycloalkanes.

Entities:  

Keywords:  C(sp3)–H activation; cycloalkane; metal-free; oxidative; thiolation

Year:  2014        PMID： 25505857      PMCID： PMC4260410          DOI： 10.1002/adsc.201400032

Source DB:  PubMed          Journal:  Adv Synth Catal        ISSN： 1615-4150            Impact factor:   5.837


  45 in total

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4.  A novel strategy for the construction of substituted benzoxazoles via a tandem oxidative process.

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Journal:  Chem Commun (Camb)       Date:  2013-12-04       Impact factor: 6.222

5.  Atom-economical synthesis of unsymmetrical ketones through photocatalyzed C-H activation of alkanes and coupling with CO and electrophilic alkenes.

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6.  How solvent modulates hydroxyl radical reactivity in hydrogen atom abstractions.

Authors:  Susan Mitroka; Stephanie Zimmeck; Diego Troya; James M Tanko
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7.  Ru(3)(CO)(12)-catalyzed coupling reaction of sp(3) C-H bonds adjacent to a nitrogen atom in alkylamines with alkenes.

Authors:  N Chatani; T Asaumi; S Yorimitsu; T Ikeda; F Kakiuchi; S Murai
Journal:  J Am Chem Soc       Date:  2001-11-07       Impact factor: 15.419

Review 8.  If C-H bonds could talk: selective C-H bond oxidation.

Authors:  Timothy Newhouse; Phil S Baran
Journal:  Angew Chem Int Ed Engl       Date:  2011-03-16       Impact factor: 15.336

9.  Toward a synthetically useful stereoselective C-H amination of hydrocarbons.

Authors:  Chungen Liang; Florence Collet; Fabien Robert-Peillard; Paul Müller; Robert H Dodd; Philippe Dauban
Journal:  J Am Chem Soc       Date:  2007-12-12       Impact factor: 15.419

10.  Iron-catalyzed decarboxylative alkenylation of cycloalkanes with arylvinyl carboxylic acids via a radical process.

Authors:  Jiancan Zhao; Hong Fang; Jianlin Han; Yi Pan
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  5 in total

1.  C-H Xanthylation: A Synthetic Platform for Alkane Functionalization.

Authors:  William L Czaplyski; Christina G Na; Erik J Alexanian
Journal:  J Am Chem Soc       Date:  2016-10-14       Impact factor: 15.419

2.  Silver-catalyzed direct thiolation of quinones by activation of aryl disulfides to synthesize quinonyl aryl thioethers.

Authors:  Cheng Zhang; Jesse McClure; C James Chou
Journal:  J Org Chem       Date:  2015-04-27       Impact factor: 4.354

3.  Dealkenylative Thiylation of C(sp3)-C(sp2) Bonds.

Authors:  Andrew J Smaligo; Ohyun Kwon
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Review 4.  Rearrangements of organic peroxides and related processes.

Authors:  Ivan A Yaremenko; Vera A Vil'; Dmitry V Demchuk; Alexander O Terent'ev
Journal:  Beilstein J Org Chem       Date:  2016-08-03       Impact factor: 2.883

5.  Cascade alkylarylation of substituted N-allylbenzamides for the construction of dihydroisoquinolin-1(2H)-ones and isoquinoline-1,3(2H,4H)-diones.

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Journal:  Beilstein J Org Chem       Date:  2016-02-17       Impact factor: 2.883
  5 in total

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