Literature DB >> 16119931

Intramolecular [4 + 2] cycloadditions of benzynes with conjugated enynes, arenynes, and dienes.

Martin E Hayes1, Hiroshi Shinokubo, Rick L Danheiser.   

Abstract

Benzynes generated by the reaction of o-(trimethylsilyl)aryl triflates with TBAT participate in intramolecular [4 + 2] cycloadditions with conjugated enynes, arenynes, and dienes to furnish highly condensed polycyclic aromatic compounds. [reaction: see text]

Entities:  

Year:  2005        PMID： 16119931      PMCID： PMC2893022          DOI： 10.1021/ol051372l

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


  10 in total

1.  Recent advances in the transition-metal-catalyzed regioselective approaches to polysubstituted benzene derivatives.

Authors:  S Saito; Y Yamamoto
Journal:  Chem Rev       Date:  2000-08-09       Impact factor: 60.622

Review 2.  Palladium-catalyzed alkynylation.

Authors:  Ei-ichi Negishi; Luigi Anastasia
Journal:  Chem Rev       Date:  2003-05       Impact factor: 60.622

3.  Recent developments in olefin cross-metathesis.

Authors:  Stephen J Connon; Siegfried Blechert
Journal:  Angew Chem Int Ed Engl       Date:  2003-04-29       Impact factor: 15.336

4.  Utilization of Tetrabutylammonium Triphenyldifluorosilicate as a Fluoride Source for Silicon-Carbon Bond Cleavage.

Authors:  Anthony S. Pilcher; Philip DeShong
Journal:  J Org Chem       Date:  1996-10-04       Impact factor: 4.354

5.  Synthesis of highly substituted indolines and indoles via intramolecular [4 + 2] cycloaddition of ynamides and conjugated enynes.

Authors:  Joshua R Dunetz; Rick L Danheiser
Journal:  J Am Chem Soc       Date:  2005-04-27       Impact factor: 15.419

6.  Synthesis of carbazoles from ynamides by intramolecular dehydro Diels-Alder reactions.

Authors:  María Fernanda Martínez-Esperón; David Rodríguez; Luis Castedo; Carlos Saá
Journal:  Org Lett       Date:  2005-05-26       Impact factor: 6.005

7.  Intramolecular

Authors: 
Journal:  Org Lett       Date:  2000-06-01       Impact factor: 6.005

8.  A general model for selectivity in olefin cross metathesis.

Authors:  Arnab K Chatterjee; Tae-Lim Choi; Daniel P Sanders; Robert H Grubbs
Journal:  J Am Chem Soc       Date:  2003-09-17       Impact factor: 15.419

9.  Cyclic allene intermediates in intramolecular dehydro Diels-Alder reactions: labeling and theoretical cycloaromatization studies.

Authors:  David Rodríguez; Armando Navarro-Vázquez; Luis Castedo; Domingo Domínguez; Carlos Saá
Journal:  J Org Chem       Date:  2003-03-07       Impact factor: 4.354

10.  Intramolecular dehydro Diels-Alder reactions of diarylacetylenes: switching between benzo[b]- and benzo[c]fluorenones as products by controlling the rearrangement of cyclic allene intermediates.

Authors:  David Rodríguez; María Fernanda Martínez-Esperón; Armando Navarro-Vázquez; Luis Castedo; Domingo Domínguez; Carlos Saá
Journal:  J Org Chem       Date:  2004-05-28       Impact factor: 4.354
  10 in total
  7 in total

1.  Diversity-oriented synthesis leads to an effective class of bifunctional linchpins uniting anion relay chemistry (ARC) with benzyne reactivity.

Authors:  Amos B Smith; Won-Suk Kim
Journal:  Proc Natl Acad Sci U S A       Date:  2011-01-18       Impact factor: 11.205

2.  A [4 + 4] annulation strategy for the synthesis of eight-membered carbocycles based on intramolecular cycloadditions of conjugated enynes.

Authors:  Julia M Robinson; Sami F Tlais; Jennie Fong; Rick L Danheiser
Journal:  Tetrahedron       Date:  2011-12       Impact factor: 2.457

3.  1,3-Dipolar cycloaddition of arynes with azomethine imines: synthesis of 1,2-dihydropyrazolo[1,2-a]indazol-3(9H)-ones.

Authors:  Feng Shi; Raffaella Mancuso; Richard C Larock
Journal:  Tetrahedron Lett       Date:  2009-07-15       Impact factor: 2.415

4.  Synthesis of many different types of organic small molecules using one automated process.

Authors:  Junqi Li; Steven G Ballmer; Eric P Gillis; Seiko Fujii; Michael J Schmidt; Andrea M E Palazzolo; Jonathan W Lehmann; Greg F Morehouse; Martin D Burke
Journal:  Science       Date:  2015-03-13       Impact factor: 47.728

5.  Novel synthetic inhibitors of 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA) reductase activity that inhibit tumor cell proliferation and are structurally unrelated to existing statins.

Authors:  Jean-Pierre H Perchellet; Elisabeth M Perchellet; Kyle R Crow; Keith R Buszek; Neil Brown; Sampathkumar Ellappan; Ge Gao; Diheng Luo; Machiko Minatoya; Gerald H Lushington
Journal:  Int J Mol Med       Date:  2009-11       Impact factor: 4.101

6.  Tandem Intramolecular Benzyne-Furan Cycloadditions. Total Synthesis of Vineomycinone B(2) Methyl Ester.

Authors:  Steven M Sparks; Chi-Li Chen; Stephen F Martin
Journal:  Tetrahedron       Date:  2007-08-27       Impact factor: 2.457

7.  1,3- and 1,4-Benzdiyne equivalents for regioselective synthesis of polycyclic heterocycles.

Authors:  Takashi Ikawa; Shigeaki Masuda; Akira Takagi; Shuji Akai
Journal:  Chem Sci       Date:  2016-04-18       Impact factor: 9.825
  7 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.