Literature DB >> 25203435

Rh(III)-catalyzed regioselective functionalization of C-H bonds of naphthylcarbamates for oxidative annulation with alkynes.

Xuan Zhang1, Weili Si, Ming Bao, Naoki Asao, Yoshinori Yamamoto, Tienan Jin.   

Abstract

A Rh(III)-catalyzed highly efficient and regioselective functionalization of diverse C-H bonds of naphthylcarbamates for oxidative annulation with alkynes has been developed. The annulation with a neutral rhodium catalyst system proceeds through peri C-H bond functionalization of arylcarbamates to give benzoquinoline derivatives, while with a cationic rhodium catalyst system it proceeds through ortho C-H functionalization of arylcarbamates to furnish benzoindole derivatives.

Entities:  

Year:  2014        PMID: 25203435     DOI: 10.1021/ol502317c

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


  8 in total

1.  Iridium-Catalyzed, Silyl-Directed, peri-Borylation of C-H Bonds in Fused Polycyclic Arenes and Heteroarenes.

Authors:  Bo Su; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2018-07-13       Impact factor: 15.336

2.  Broad-Scope Rh-Catalyzed Inverse-Sonogashira Reaction Directed by Weakly Coordinating Groups.

Authors:  Eric Tan; Ophélie Quinonero; M Elena de Orbe; Antonio M Echavarren
Journal:  ACS Catal       Date:  2018-01-29       Impact factor: 13.084

Review 3.  1,2-Difunctionalizations of alkynes entailing concomitant C-C and C-N bond-forming carboamination reactions.

Authors:  Santosh Kumar Nanda; Rosy Mallik
Journal:  RSC Adv       Date:  2022-03-04       Impact factor: 3.361

4.  Overcoming peri- and ortho-selectivity in C-H methylation of 1-naphthaldehydes by a tunable transient ligand strategy.

Authors:  Yujian Mao; Jing Jiang; Dandan Yuan; Xiuzhen Chen; Yanan Wang; Lihong Hu; Yinan Zhang
Journal:  Chem Sci       Date:  2022-01-06       Impact factor: 9.825

5.  All-Carbon [3+3] Oxidative Annulations of 1,3-Enynes by Rhodium(III)-Catalyzed C-H Functionalization and 1,4-Migration.

Authors:  David J Burns; Daniel Best; Martin D Wieczysty; Hon Wai Lam
Journal:  Angew Chem Int Ed Engl       Date:  2015-07-15       Impact factor: 15.336

6.  RhI/RhIII catalyst-controlled divergent aryl/heteroaryl C-H bond functionalization of picolinamides with alkynes.

Authors:  Ángel Manu Martínez; Javier Echavarren; Inés Alonso; Nuria Rodríguez; Ramón Gómez Arrayás; Juan C Carretero
Journal:  Chem Sci       Date:  2015-06-29       Impact factor: 9.825

7.  Ruthenium-Catalyzed Peri- and Ortho-Alkynylation with Bromoalkynes via Insertion and Elimination.

Authors:  Eric Tan; Andrey I Konovalov; Gabriela A Fernández; Ruth Dorel; Antonio M Echavarren
Journal:  Org Lett       Date:  2017-10-04       Impact factor: 6.005

8.  π-Extended Polyaromatic Hydrocarbons by Sustainable Alkyne Annulations through Double C-H/N-H Activation.

Authors:  Elżbieta Gońka; Long Yang; Ralf Steinbock; Fabio Pesciaioli; Rositha Kuniyil; Lutz Ackermann
Journal:  Chemistry       Date:  2019-12-09       Impact factor: 5.236

  8 in total

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