Literature DB >> 17630754

Aza-Nazarov reaction and the role of superelectrophiles.

Douglas A Klumpp1, Yiliang Zhang, Matthew J O'Connor, Pierre M Esteves, Leonardo S de Almeida.   

Abstract

The superacid-catalyzed reactions of N-acyliminium ion salts have been studied. The new conversions are remarkably similar to the Nazarov reaction and dicationic superelectrophilic species are thought to be involved. Experimental studies show that the cyclizations may be used to prepare varied heterocyclic products, while theoretical studies show that formation of the superelectrophiles can lead to very favorable reaction energetics.

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Year:  2007        PMID: 17630754     DOI: 10.1021/ol0711570

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


  11 in total

1.  Reactions of Acenaphthenequinone and Aceanthrenequinone with Arenes in Superacid.

Authors:  Douglas A Klumpp; Yiliang Zhang; Dat Do; Rendy Kartika
Journal:  Appl Catal A Gen       Date:  2008-03-01       Impact factor: 5.706

2.  Aza-Nazarov cyclization cascades.

Authors:  Kiran Kumar Solingapuram Sai; Matthew J O'Connor; Douglas A Klumpp
Journal:  Tetrahedron Lett       Date:  2011-04-27       Impact factor: 2.415

3.  Rhodium catalyzed synthesis of isoindolinones via C-H activation of N-benzoylsulfonamides.

Authors:  Chen Zhu; John R Falck
Journal:  Tetrahedron       Date:  2012-09-04       Impact factor: 2.457

Review 4.  Aroyl and acyl cyanides as orthogonal protecting groups or as building blocks for the synthesis of heterocycles.

Authors:  Kamal Usef Sadek; Ramadan Ahmed Mekheimer; Mohamed Abd-Elmonem; Mohamed Hilmy Elnagdi
Journal:  Mol Divers       Date:  2019-01-21       Impact factor: 2.943

5.  Molecular rearrangements of superelectrophiles.

Authors:  Douglas A Klumpp
Journal:  Beilstein J Org Chem       Date:  2011-03-23       Impact factor: 2.883

6.  A practical route to tertiary diarylmethylamides or -carbamates from imines, organozinc reagents and acyl chlorides or chloroformates.

Authors:  Erwan Le Gall; Antoine Pignon; Thierry Martens
Journal:  Beilstein J Org Chem       Date:  2011-07-20       Impact factor: 2.883

7.  Preparation of dibenzo[e,g]isoindol-1-ones via Scholl-type oxidative cyclization reactions.

Authors:  Amy A van Loon; Maeve K Holton; Catherine R Downey; Taryn M White; Carly E Rolph; Stephen R Bruening; Guanqun Li; Katherine M Delaney; Sarah J Pelkey; Erin T Pelkey
Journal:  J Org Chem       Date:  2014-08-25       Impact factor: 4.354

8.  Gold-catalyzed [4+3]- and [4+2]-annulations of 3-en-1-ynamides with isoxazoles via novel 6π-electrocyclizations of 3-azahepta trienyl cations.

Authors:  Sovan Sundar Giri; Rai-Shung Liu
Journal:  Chem Sci       Date:  2018-02-19       Impact factor: 9.825

Review 9.  Superelectrophiles: Recent Advances.

Authors:  Douglas A Klumpp; Maksim V Anokhin
Journal:  Molecules       Date:  2020-07-19       Impact factor: 4.411

10.  Nickel-Catalyzed Amidoalkylation Reaction of γ-Hydroxy Lactams: An Access to 3-Substituted Isoindolinones.

Authors:  Shuo Zhang; Xinhua Shi; Jichao Li; Zitong Hou; Zihe Song; Xiaofeng Su; Dan Peng; Feng Wang; Yitao Yu; Guilong Zhao
Journal:  ACS Omega       Date:  2019-11-05
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