Literature DB >> 26295847

Hg(OTf)2 Catalyzed Intramolecular 1,4-Addition of Donor-Acceptor Cyclopropenes to Arenes.

Yongming Deng1, Changcheng Jing2, Peter Y Zavalij3, Michael P Doyle1.   

Abstract

A Hg(OTf)2 catalyzed intramolecular arene 1,4-addition reaction of N-benzyl donor-acceptor cyclopropenecarboxamides was developed to synthesize a series of [3.2.2]nonatriene derivatives. This novel reaction is also observed with silver(I) catalysts known to form metal carbene intermediates in competition with the Buchner reaction.

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Year:  2015        PMID： 26295847      PMCID： PMC5572213          DOI： 10.1021/acs.orglett.5b02129

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


  17 in total

1.  Homoaromaticity.

Authors:  R V Williams
Journal:  Chem Rev       Date:  2001-05       Impact factor: 60.622

2.  Straightforward access to the [3.2.2]nonatriene structural framework via intramolecular cyclopropenation/Buchner reaction/Cope rearrangement cascade.

Authors:  Xinfang Xu; Xiangbo Wang; Peter Y Zavalij; Michael P Doyle
Journal:  Org Lett       Date:  2015-02-10       Impact factor: 6.005

3.  Dinitrogen extrusion from enoldiazo compounds under thermal conditions: synthesis of donor-acceptor cyclopropenes.

Authors:  Yongming Deng; Changcheng Jing; Michael P Doyle
Journal:  Chem Commun (Camb)       Date:  2015-08-21       Impact factor: 6.222

4.  A highly diastereo- and enantioselective Hg(II)-catalyzed cyclopropanation of diazooxindoles and alkenes.

Authors:  Zhong-Yan Cao; Feng Zhou; Yi-Hua Yu; Jian Zhou
Journal:  Org Lett       Date:  2012-12-13       Impact factor: 6.005

5.  Rearrangement and degradation of cephalosporins and penicillins in the presence of mercury(II) trifluoroacetate

Authors: 
Journal:  Org Lett       Date:  2000-01-27       Impact factor: 6.005

6.  An efficient route to highly enantioenriched tetrahydroazulenes and β-tetralones by desymmetrization reactions of δ,δ-diaryldiazoaceto-acetates.

Authors:  Yuxiao Liu; Yongming Deng; Peter Y Zavalij; Renhua Liu; Michael P Doyle
Journal:  Chem Commun (Camb)       Date:  2015-01-11       Impact factor: 6.222

7.  Asymmetric binary acid catalysis: chiral phosphoric acid as dual ligand and acid.

Authors:  Jian Lv; Sanzhong Luo
Journal:  Chem Commun (Camb)       Date:  2013-01-30       Impact factor: 6.222

8.  An overview of N-heterocyclic carbenes.

Authors:  Matthew N Hopkinson; Christian Richter; Michael Schedler; Frank Glorius
Journal:  Nature       Date:  2014-06-26       Impact factor: 49.962

9.  A donor-acceptor cyclopropene as a dipole source for a silver(I) catalyzed asymmetric catalytic [3+3]-cycloaddition with nitrones.

Authors:  Xinfang Xu; Peter J Zavalij; Michael P Doyle
Journal:  Chem Commun (Camb)       Date:  2013-11-11       Impact factor: 6.222

10.  The [3 + 3]-cycloaddition alternative for heterocycle syntheses: catalytically generated metalloenolcarbenes as dipolar adducts.

Authors:  Xinfang Xu; Michael P Doyle
Journal:  Acc Chem Res       Date:  2014-03-20       Impact factor: 22.384
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  3 in total

1.  Quantum Suppression of Intramolecular Deuterium Kinetic Isotope Effects in a Pericyclic Hydrogen Transfer Reaction.

Authors:  Xiao Li; Darrin M York; Matthew P Meyer
Journal:  J Phys Chem A       Date:  2019-04-22       Impact factor: 2.781

Review 2.  Cycloaddition reactions of enoldiazo compounds.

Authors:  Qing-Qing Cheng; Yongming Deng; Marianne Lankelma; Michael P Doyle
Journal:  Chem Soc Rev       Date:  2017-08-29       Impact factor: 54.564

3.  Highly Efficient MOF-Driven Silver Subnanometer Clusters for the Catalytic Buchner Ring Expansion Reaction.

Authors:  Estefanía Tiburcio; Yongkun Zheng; Marta Mon; Nuria Martín; Jesús Ferrando Soria; Donatella Armentano; Antonio Leyva Pérez; Emilio Pardo
Journal:  Inorg Chem       Date:  2022-07-21       Impact factor: 5.436
  3 in total

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