Literature DB >> 28936118

Photocatalytic Aminodecarboxylation of Carboxylic Acids.

Simon B Lang1, Kaitie C Cartwright1, Richard S Welter1, Theresa M Locascio1, Jon A Tunge1.   

Abstract

Aminodecarboxylation of unactivated alkyl carboxylic acids has been accomplished utilizing an organic photocatalyst. This operationally simple reaction utilizes readily available carboxylic acids to chemoselectively generate reactive alkyl intermediates that are not accessible via conventional two-electron pathways. The organic radical intermediates are efficiently trapped with electrophilic diazo compounds to provide aminated alkanes.

Entities:  

Keywords:  amination; carboxylic acids; homogenous catalysis; photocatalysis

Year:  2016        PMID： 28936118      PMCID： PMC5604885          DOI： 10.1002/ejoc.201600620

Source DB:  PubMed          Journal:  European J Org Chem        ISSN： 1099-0690


  34 in total

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4.  Hydrazines and azides via the metal-catalyzed hydrohydrazination and hydroazidation of olefins.

Authors:  Jérôme Waser; Boris Gaspar; Hisanori Nambu; Erick M Carreira
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5.  Boc-protected amines via a mild and efficient one-pot Curtius rearrangement.

Authors:  Hélène Lebel; Olivier Leogane
Journal:  Org Lett       Date:  2005-09-15       Impact factor: 6.005

6.  Dual catalysis. Merging photoredox with nickel catalysis: coupling of α-carboxyl sp³-carbons with aryl halides.

Authors:  Zhiwei Zuo; Derek T Ahneman; Lingling Chu; Jack A Terrett; Abigail G Doyle; David W C MacMillan
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7.  Electrophilic reactivities of azodicarboxylates.

Authors:  Tanja Kanzian; Herbert Mayr
Journal:  Chemistry       Date:  2010-09-10       Impact factor: 5.236

8.  Dual Catalytic Decarboxylative Allylations of α-Amino Acids and Their Divergent Mechanisms.

Authors:  Simon B Lang; Kathryn M O'Nele; Justin T Douglas; Jon A Tunge
Journal:  Chemistry       Date:  2015-11-03       Impact factor: 5.236

9.  Visible-Light-Induced Decarboxylative Functionalization of Carboxylic Acids and Their Derivatives.

Authors:  Jun Xuan; Zhao-Guo Zhang; Wen-Jing Xiao
Journal:  Angew Chem Int Ed Engl       Date:  2015-10-28       Impact factor: 15.336

10.  Visible light photoredox-controlled reactions of N-radicals and radical ions.

Authors:  Jia-Rong Chen; Xiao-Qiang Hu; Liang-Qiu Lu; Wen-Jing Xiao
Journal:  Chem Soc Rev       Date:  2016-02-03       Impact factor: 54.564
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  3 in total

1.  Photoinduced, Copper-Catalyzed Decarboxylative C-N Coupling to Generate Protected Amines: An Alternative to the Curtius Rearrangement.

Authors:  Wei Zhao; Ryan P Wurz; Jonas C Peters; Gregory C Fu
Journal:  J Am Chem Soc       Date:  2017-08-25       Impact factor: 15.419

2.  Nickel-catalyzed decarbonylation of N-acylated N-heteroarenes.

Authors:  Toshifumi Morioka; Syun Nakatani; Yuki Sakamoto; Takuya Kodama; Sensuke Ogoshi; Naoto Chatani; Mamoru Tobisu
Journal:  Chem Sci       Date:  2019-05-29       Impact factor: 9.825

3.  Generation of Alkyl Radicals: From the Tyranny of Tin to the Photon Democracy.

Authors:  Stefano Crespi; Maurizio Fagnoni
Journal:  Chem Rev       Date:  2020-08-06       Impact factor: 60.622
  3 in total

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