Literature DB >> 23398205

Rhodium-catalyzed intermolecular [2 + 2] cycloaddition of terminal alkynes with electron-deficient alkenes.

Kazunori Sakai1, Takuya Kochi, Fumitoshi Kakiuchi.   

Abstract

The first catalytic intermolecular [2 + 2] cycloaddition of terminal alkynes with electron-deficient alkenes is reported. The reaction proceeds with an 8-quinolinolato rhodium/phosphine catalyst system to give cyclobutenes from various substrates having polar functional groups in high yields with complete regioselectivity.

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Year:  2013        PMID: 23398205     DOI: 10.1021/ol303510k

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


  7 in total

1.  Catalytic Enantioselective Synthesis of Cyclobutenes from Alkynes and Alkenyl Derivatives.

Authors:  Mahesh M Parsutkar; Vinayak Vishnu Pagar; T V RajanBabu
Journal:  J Am Chem Soc       Date:  2019-09-12       Impact factor: 15.419

2.  Au-Catalyzed Intermolecular [2+2] Cycloadditions between Chloroalkynes and Unactivated Alkenes.

Authors:  Yu-Bin Bai; Zaigang Luo; Yuguang Wang; Jin-Ming Gao; Liming Zhang
Journal:  J Am Chem Soc       Date:  2018-04-17       Impact factor: 15.419

3.  Cyclobutene vs 1,3-Diene Formation in the Gold-Catalyzed Reaction of Alkynes with Alkenes: The Complete Mechanistic Picture.

Authors:  M Elena de Orbe; Laura Amenós; Mariia S Kirillova; Yahui Wang; Verónica López-Carrillo; Feliu Maseras; Antonio M Echavarren
Journal:  J Am Chem Soc       Date:  2017-07-25       Impact factor: 15.419

4.  Zirconocene catalyzed diastereoselective carbometalation of cyclobutenes.

Authors:  Sudipta Raha Roy; Hendrik Eijsberg; Jeffrey Bruffaerts; Ilan Marek
Journal:  Chem Sci       Date:  2016-08-30       Impact factor: 9.825

5.  Divergent reaction pathways in gold-catalyzed cycloisomerization of 1,5-enynes containing a cyclopropane ring: dramatic ortho substituent and temperature effects.

Authors:  Gen-Qiang Chen; Wei Fang; Yin Wei; Xiang-Ying Tang; Min Shi
Journal:  Chem Sci       Date:  2016-03-04       Impact factor: 9.825

6.  A Hydroxyquinoline-Based Unnatural Amino Acid for the Design of Novel Artificial Metalloenzymes.

Authors:  Ivana Drienovská; Remkes A Scheele; Cora Gutiérrez de Souza; Gerard Roelfes
Journal:  Chembiochem       Date:  2020-07-17       Impact factor: 3.164

Review 7.  New-Generation Ligand Design for the Gold-Catalyzed Asymmetric Activation of Alkynes.

Authors:  Giuseppe Zuccarello; Imma Escofet; Ulysse Caniparoli; Antonio M Echavarren
Journal:  Chempluschem       Date:  2021-09       Impact factor: 2.863

  7 in total

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