Literature DB >> 27748119

Rh-Catalyzed, Regioselective, C-H Bond Functionalization: Access to Quinoline-Branched Amines and Dimers.

M Damoder Reddy1, Frank R Fronczek2, E Blake Watkins1.   

Abstract

Rh-catalyzed, chelation-induced, C-5 regioselective C-H functionalization of 8-amidoquinolines with a range of N-Boc aminals is reported for the first time. The addition of in situ generated imines to C(sp2)-H bonds afforded branched amines in good to excellent yields. Moreover, this transformation features good functional group compatibility, broad substrate scope, and mild reaction conditions and is suitable for gram-scale synthesis. In addition, an unprecedented, chelation-induced, site-selective, remote dimerization of quinolines led to the formation of dimer frameworks in moderate yields under Rh-catalyzed conditions.

Entities:  

Year:  2016        PMID: 27748119     DOI: 10.1021/acs.orglett.6b02848

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


  8 in total

1.  Synthesis and biological evaluation of (-)-kunstleramide and its derivatives.

Authors:  R Venkateshwarlu; B Chinnababu; U Ramulu; K Purushotham Reddy; M Damoder Reddy; P Sowjanya; P Venkateswara Rao; S Aravind
Journal:  Medchemcomm       Date:  2016-12-09       Impact factor: 3.597

Review 2.  A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.

Authors:  Carlo Sambiagio; David Schönbauer; Remi Blieck; Toan Dao-Huy; Gerit Pototschnig; Patricia Schaaf; Thomas Wiesinger; Muhammad Farooq Zia; Joanna Wencel-Delord; Tatiana Besset; Bert U W Maes; Michael Schnürch
Journal:  Chem Soc Rev       Date:  2018-08-28       Impact factor: 54.564

3.  A general method for the metal-free, regioselective, remote C-H halogenation of 8-substituted quinolines.

Authors:  Damoder Reddy Motati; Dilipkumar Uredi; E Blake Watkins
Journal:  Chem Sci       Date:  2018-01-05       Impact factor: 9.825

4.  Hybrid caffeic acid derivatives as monoamine oxidases inhibitors: synthesis, radical scavenging activity, molecular docking studies and in silico ADMET analysis.

Authors:  Priyanka Dhiman; Neelam Malik; Anurag Khatkar
Journal:  Chem Cent J       Date:  2018-11-09       Impact factor: 4.215

5.  Design, synthesis and biological evaluation of 3-(2-aminooxazol-5-yl)-2H-chromen-2-one derivatives.

Authors:  Saloni Kakkar; Sanjiv Kumar; Siong Meng Lim; Kalavathy Ramasamy; Vasudevan Mani; Syed Adnan Ali Shah; Balasubramanian Narasimhan
Journal:  Chem Cent J       Date:  2018-12-04       Impact factor: 4.215

6.  Metal-free site-selective C-H cyanoalkylation of 8-aminoquinoline and aniline-derived amides with azobisisobutyronitrile.

Authors:  Mengfei Zhao; Zengxin Qin; Kaixin Zhang; Jizhen Li
Journal:  RSC Adv       Date:  2021-09-15       Impact factor: 3.361

7.  In-silico design, synthesis, ADMET studies and biological evaluation of novel derivatives of Chlorogenic acid against Urease protein and H. Pylori bacterium.

Authors:  Ritu Kataria; Anurag Khatkar
Journal:  BMC Chem       Date:  2019-03-28

8.  Design, synthesis and biological profile of heterocyclic benzimidazole analogues as prospective antimicrobial and antiproliferative agents.

Authors:  Sumit Tahlan; Sanjiv Kumar; Kalavathy Ramasamy; Siong Meng Lim; Syed Adnan Ali Shah; Vasudevan Mani; Ranjana Pathania; Balasubramanian Narasimhan
Journal:  BMC Chem       Date:  2019-04-03
  8 in total

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