Literature DB >> 22966854

Nickel-catalyzed intermolecular [2 + 2] cycloaddition of conjugated enynes with alkenes.

Akira Nishimura1, Masato Ohashi, Sensuke Ogoshi.   

Abstract

A nickel-catalyzed intermolecular [2 + 2] cycloaddition of conjugated enynes with alkenes has been developed. A variety of electron-deficient alkenes as well as electronically neutral norbornene and 1-decene were applicable to this reaction. The use of conjugated enynes circumvented possible side rections, such as oligomerizations and cyclotrimerizations. The isolation of reaction intermediate complexes revealed that the η(3)-butadienyl coordination is the key for the selective formation of cyclobutene.

Entities:  

Year:  2012        PMID： 22966854     DOI： 10.1021/ja3074775

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  13 in total

1.  Nickel-Catalyzed Reductive [2+2] Cycloaddition of Alkynes.

Authors:  Santiago Cañellas; John Montgomery; Miquel À Pericàs
Journal:  J Am Chem Soc       Date:  2018-12-10       Impact factor: 15.419

2.  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

3.  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

4.  Direct access to functionalized azepanes by cross-coupling with α-halo eneformamides.

Authors:  Timothy K Beng; Sidney M Wilkerson-Hill; Richmond Sarpong
Journal:  Org Lett       Date:  2014-01-23       Impact factor: 6.005

5.  Mechanism, reactivity, and selectivity of nickel-catalyzed [4 + 4 + 2] cycloadditions of dienes and alkynes.

Authors:  Xin Hong; Dane Holte; Daniel C G Götz; Phil S Baran; K N Houk
Journal:  J Org Chem       Date:  2014-11-07       Impact factor: 4.354

6.  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

7.  Two-step synthesis of chiral fused tricyclic scaffolds from phenols via desymmetrization on nickel.

Authors:  Ravindra Kumar; Yoichi Hoshimoto; Eri Tamai; Masato Ohashi; Sensuke Ogoshi
Journal:  Nat Commun       Date:  2017-06-26       Impact factor: 14.919

8.  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

9.  Iron-Catalyzed Vinylsilane Dimerization and Cross-Cycloadditions with 1,3-Dienes: Probing the Origins of Chemo- and Regioselectivity.

Authors:  C Rose Kennedy; Matthew V Joannou; Janelle E Steves; Jordan M Hoyt; Carli B Kovel; Paul J Chirik
Journal:  ACS Catal       Date:  2021-01-13       Impact factor: 13.084

10.  Access to substituted cyclobutenes by tandem [3,3]-sigmatropic rearrangement/[2 + 2] cycloaddition of dipropargylphosphonates under Ag/Co relay catalysis.

Authors:  Qijian Ni; Xiaoxiao Song; Chin Wen Png; Yongliang Zhang; Yu Zhao
Journal:  Chem Sci       Date:  2020-10-16       Impact factor: 9.825
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.