Literature DB >> 17192099

Lewis acid catalyzed rearrangement of vinylcyclopropenes for the construction of naphthalene and indene skeletons.

Li-Xiong Shao1, Yun-Peng Zhang, Ming-Hui Qi, Min Shi.   

Abstract

[reaction: see text] The choice of Lewis acid catalyst can result in dramatic differences in the chemoselectivity of the rearrangement reactions of vinylcyclopropenes. When BF3.OEt2 was used as the catalyst, naphthalenes were formed. However, when Cu(OTf)2 was used as the catalyst, indenes were obtained.

Entities:  

Year:  2007        PMID： 17192099     DOI： 10.1021/ol0626746

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


  4 in total

1.  Gold-catalyzed diastereoselective cycloisomerization of alkylidene-cyclopropane-bearing 1,6-diynes.

Authors:  Hongchao Zheng; Laura L Adduci; Ryan J Felix; Michel R Gagné
Journal:  Angew Chem Int Ed Engl       Date:  2014-06-11       Impact factor: 15.336

2.  NHC-Ni(II)-catalyzed cyclopropene-isocyanide [5 + 1] benzannulation.

Authors:  Jian-Qiang Huang; Meng Yu; Xuefeng Yong; Chun-Yu Ho
Journal:  Nat Commun       Date:  2022-07-16       Impact factor: 17.694

3.  When cyclopropenes meet gold catalysts.

Authors:  Frédéric Miege; Christophe Meyer; Janine Cossy
Journal:  Beilstein J Org Chem       Date:  2011-05-30       Impact factor: 2.883

4.  The Lewis superacid Al[N(C6F5)2]3 and its higher homolog Ga[N(C6F5)2]3 - structural features, theoretical investigation and reactions of a metal amide with higher fluoride ion affinity than SbF5.

Authors:  J F Kögel; D A Sorokin; A Khvorost; M Scott; K Harms; D Himmel; I Krossing; J Sundermeyer
Journal:  Chem Sci       Date:  2017-10-23       Impact factor: 9.825
  4 in total

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