Literature DB >> 12153215

A new tin-free source of amidyl radicals.

Fabien Gagosz1, Cecile Moutrille, Samir Z Zard.   

Abstract

[reaction: see text] The readily available N-(O-ethyl thiocarbonylsulfanyl)amides are powerful amidyl radical precursors that undergo 5-exo cyclization to give pyrrolidinone derivatives via a radical-chain reaction initiated by a small amount of lauroyl peroxide.

Entities:  

Year:  2002        PMID： 12153215     DOI： 10.1021/ol026221m

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  10 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.  Catalytic Alkene Carboaminations Enabled by Oxidative Proton-Coupled Electron Transfer.

Authors:  Gilbert J Choi; Robert R Knowles
Journal:  J Am Chem Soc       Date:  2015-07-15       Impact factor: 15.419

Review 3.  Strategies to Generate Nitrogen-centered Radicals That May Rely on Photoredox Catalysis: Development in Reaction Methodology and Applications in Organic Synthesis.

Authors:  Kitae Kwon; R Thomas Simons; Meganathan Nandakumar; Jennifer L Roizen
Journal:  Chem Rev       Date:  2021-10-08       Impact factor: 60.622

4.  Enantioselective direct α-amination of aldehydes via a photoredox mechanism: a strategy for asymmetric amine fragment coupling.

Authors:  Giuseppe Cecere; Christian M König; Jennifer L Alleva; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2013-07-26       Impact factor: 15.419

5.  A General Approach to Site-Specific, Intramolecular C-H Functionalization Using Dithiocarbamates.

Authors:  Christina G Na; Erik J Alexanian
Journal:  Angew Chem Int Ed Engl       Date:  2018-09-03       Impact factor: 15.336

6.  Copper(II) carboxylate-promoted intramolecular carboamination of alkenes for the synthesis of polycyclic lactams.

Authors:  Peter H Fuller; Sherry R Chemler
Journal:  Org Lett       Date:  2007-11-29       Impact factor: 6.005

7.  Pyrrolidine and piperidine formation via copper(II) carboxylate-promoted intramolecular carboamination of unactivated olefins: diastereoselectivity and mechanism.

Authors:  Eric S Sherman; Peter H Fuller; Dhanalakshmi Kasi; Sherry R Chemler
Journal:  J Org Chem       Date:  2007-04-12       Impact factor: 4.354

8.  Thermal hazard evaluation of lauroyl peroxide mixed with nitric acid.

Authors:  Lung-Chang Tsai; Mei-Li You; Mei-Fang Ding; Chi-Min Shu
Journal:  Molecules       Date:  2012-07-04       Impact factor: 4.411

9.  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

Review 10.  Electrophilic Aminating Agents in Total Synthesis.

Authors:  Lauren G O'Neil; John F Bower
Journal:  Angew Chem Int Ed Engl       Date:  2021-08-06       Impact factor: 16.823
  10 in total

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