Literature DB >> 23786398

Rhodium(III)-catalyzed C-H olefination for the synthesis of ortho-alkenyl phenols using an oxidizing directing group.

Yangyang Shen1, Guixia Liu, Zhi Zhou, Xiyan Lu.   

Abstract

By using an oxidizing directing group, a mild, efficient Rh(III) catalyzed C-H olefination reaction between N-phenoxyacetamides and alkenes was developed. This reaction provided a straightforward way for the synthesis of ortho-alkenyl phenols, and the directing group is traceless in the product.

Entities:  

Year:  2013        PMID: 23786398     DOI: 10.1021/ol4014188

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


  7 in total

Review 1.  Recent Advances in 1,2-Amino(hetero)arylation of Alkenes.

Authors:  Yungeun Kwon; Qiu Wang
Journal:  Chem Asian J       Date:  2022-05-03

2.  Unified synthesis of mono/bis-arylated phenols via RhIII-catalyzed dehydrogenative coupling.

Authors:  Qian Wu; Ying Chen; Dingyuan Yan; Muyue Zhang; Yi Lu; Wei-Yin Sun; Jing Zhao
Journal:  Chem Sci       Date:  2016-08-03       Impact factor: 9.825

3.  A redox-neutral catechol synthesis.

Authors:  Qian Wu; Dingyuan Yan; Ying Chen; Ting Wang; Feng Xiong; Wei Wei; Yi Lu; Wei-Yin Sun; Jie Jack Li; Jing Zhao
Journal:  Nat Commun       Date:  2017-01-27       Impact factor: 14.919

4.  Rh(iii)-catalyzed C-H olefination of N-pentafluoroaryl benzamides using air as the sole oxidant.

Authors:  Yi Lu; Huai-Wei Wang; Jillian E Spangler; Kai Chen; Pei-Pei Cui; Yue Zhao; Wei-Yin Sun; Jin-Quan Yu
Journal:  Chem Sci       Date:  2015-01-08       Impact factor: 9.825

5.  Rhodium catalyzed template-assisted distal para-C-H olefination.

Authors:  Uttam Dutta; Sudip Maiti; Sandeep Pimparkar; Siddhartha Maiti; Lawrence R Gahan; Elizabeth H Krenske; David W Lupton; Debabrata Maiti
Journal:  Chem Sci       Date:  2019-06-21       Impact factor: 9.825

6.  Mapping Catalyst-Solvent Interplay in Competing Carboamination/Cyclopropanation Reactions.

Authors:  Matthew D Wodrich; Miyeon Chang; Simone Gallarati; Łukasz Woźniak; Nicolai Cramer; Clemence Corminboeuf
Journal:  Chemistry       Date:  2022-06-10       Impact factor: 5.020

7.  Rh(III)-catalyzed cyclopropanation initiated by C-H activation: ligand development enables a diastereoselective [2 + 1] annulation of N-enoxyphthalimides and alkenes.

Authors:  Tiffany Piou; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2014-08-05       Impact factor: 15.419

  7 in total

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