Literature DB >> 24465152

An expedient synthesis of 6-vinylfulvene.

Ihsan Erden1, Jenny Sabol1, Ana Gubeladze1, Andrea Ruiz1.   

Abstract

6-Vinylfulvenes constitute a class of fulvenes that are difficult to access due to the lack of a general method for their synthesis. In particular, the unsubstituted parent system has been very difficult to obtain by existing methods. In this communication we describe a convenient 3-step protocol for the synthesis of the title compound by way of sulfide oxidation and subsequent sulfoxide elimination.

Entities:  

Keywords:  Fulvene; desulfinylation; sulfide; sulfoxide; vinylfulvene

Year:  2013        PMID: 24465152      PMCID: PMC3898723     

Source DB:  PubMed          Journal:  Turk J Chem        ISSN: 1300-0527            Impact factor:   1.239


  4 in total

1.  Temperature-dependent, competitive 1,3-acyl shift versus decarbonylation of a cyclopropanone intermediate.

Authors:  Ihsan Erden; Jingxiang Ma; Christian Gärtner; Saeed Azimi; Scott Gronert
Journal:  Tetrahedron       Date:  2013-06-17       Impact factor: 2.457

2.  An efficient catalytic method for fulvene synthesis.

Authors:  Necdet Coşkun; Ihsan Erden
Journal:  Tetrahedron       Date:  2011-11-11       Impact factor: 2.457

3.  Unusual endoperoxide isomerizations: a convenient entry into 2-vinyl-2-cyclopentenones from saturated fulvene endoperoxides.

Authors:  Ihsan Erden; Nuket Ocal; Jiangao Song; Cindy Gleason; Christian Gärtner
Journal:  Tetrahedron       Date:  2006-11-13       Impact factor: 2.457

4.  An exceptionally simple and efficient synthesis of 6-methyl-6-vinylfulvene, and its oxidative transformations.

Authors:  Ihsan Erden; Christian Gärtner
Journal:  Tetrahedron Lett       Date:  2009-05-20       Impact factor: 2.415

  4 in total
  2 in total

1.  Pyrrolidine catalyzed reactions of cyclopentadiene with α,β-unsaturated carbonyl compounds: 1,2- versus 1,4-additions.

Authors:  Necdet Coskun; Meliha Çetin; Scott Gronert; Jingxiang Ma; Ihsan Erden
Journal:  Tetrahedron       Date:  2015-05-06       Impact factor: 2.457

2.  Effect of allylic groups on S(N)2 reactivity.

Authors:  Ihsan Erden; Scott Gronert; James R Keeffe; Jingxiang Ma; Nuket Ocal; Christian Gärtner; Leah L Soukup
Journal:  J Org Chem       Date:  2014-07-07       Impact factor: 4.354

  2 in total

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