Literature DB >> 25612241

Rh(I)-catalyzed benzo/[7+1] cycloaddition of cyclopropyl-benzocyclobutenes and CO by merging thermal and metal-catalyzed C-C bond cleavages.

Xu-Fei Fu1, Yu Xiang, Zhi-Xiang Yu.   

Abstract

A Rh-catalyzed benzo/[7+1] cycloaddition of cyclopropyl-benzocyclobutenes (CP-BCBs) and CO to benzocyclooctenones has been developed. In this reaction, CP-BCB acts as a benzo/7-C synthon and the reaction involves two C-C bond cleavages: a thermal electrocyclic ring-opening of the four-membered ring in CP-BCB and a Rh-catalyzed C-C cleavage of the cyclopropane ring.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  benzo/[7+1]; benzocyclobutene; carbonylation; eight-membered ring; rhodium

Mesh：

Substances：

Year:  2015        PMID： 25612241     DOI： 10.1002/chem.201405712

Source DB:  PubMed          Journal:  Chemistry        ISSN： 0947-6539            Impact factor:   5.236


  5 in total

Review 1.  Cyclobutenones and Benzocyclobutenones: Versatile Synthons in Organic Synthesis.

Authors:  Peng-Hao Chen; Guangbin Dong
Journal:  Chemistry       Date:  2016-09-13       Impact factor: 5.236

2.  Computational Study of Rh-Catalyzed Carboacylation of Olefins: Ligand-Promoted Rhodacycle Isomerization Enables Regioselective C-C Bond Functionalization of Benzocyclobutenones.

Authors:  Gang Lu; Cheng Fang; Tao Xu; Guangbin Dong; Peng Liu
Journal:  J Am Chem Soc       Date:  2015-06-19       Impact factor: 15.419

3.  Regioselective activation of benzocyclobutenones and dienamides lead to anti-Bredt bridged-ring systems by a [4+4] cycloaddition.

Authors:  Jianyu Zhang; Xi Wang; Tao Xu
Journal:  Nat Commun       Date:  2021-05-21       Impact factor: 14.919

4.  Transition Metal-Catalyzed Selective Carbon-Carbon Bond Cleavage of Vinylcyclopropanes in Cycloaddition Reactions.

Authors:  Jianhua Wang; Stephanie A Blaszczyk; Xiaoxun Li; Weiping Tang
Journal:  Chem Rev       Date:  2020-08-05       Impact factor: 72.087

5.  Modular Access to Substituted Azocanes via a Rhodium-Catalyzed Cycloaddition-Fragmentation Strategy.

Authors:  Megan H Shaw; Rosemary A Croft; William G Whittingham; John F Bower
Journal:  J Am Chem Soc       Date:  2015-06-19       Impact factor: 15.419
  5 in total

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