Literature DB >> 27978646

Ru-Catalyzed One-Pot Diannulation of Heteroaryls: Direct Access to π-Conjugated Polycyclic Amides.

Majji Shankar1, Koushik Ghosh1, Kallol Mukherjee1, Raja K Rit1, Akhila K Sahoo1.   

Abstract

A novel Ru-catalyzed oxidative double annulation of heteroarenes with symmetrical and unsymmetrical alkynes is reported. A general method for the unsymmetrical annulation of heteroarenes with two distinct alkynes is showcased for the first time. Methylphenyl sulfoximine (MPS) plays an important role in the annulations of heteroarenes and allows the construction of structurally complex π-conjugated heteroarene-fused polycyclic amide skeletons via the formation of multiple C-C and C-N bonds in a single operation. The reaction exhibits excellent substrate scope and tolerates a wide range of functional groups.

Entities:  

Year:  2016        PMID: 27978646     DOI: 10.1021/acs.orglett.6b03314

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


  5 in total

Review 1.  Synthesis and Transformations of NH-Sulfoximines.

Authors:  Michael Andresini; Arianna Tota; Leonardo Degennaro; James A Bull; Renzo Luisi
Journal:  Chemistry       Date:  2021-10-13       Impact factor: 5.020

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.  Harnessing sulfur and nitrogen in the cobalt(iii)-catalyzed unsymmetrical double annulation of thioamides: probing the origin of chemo- and regio-selectivity.

Authors:  Majji Shankar; Arijit Saha; Somratan Sau; Arghadip Ghosh; Vincent Gandon; Akhila K Sahoo
Journal:  Chem Sci       Date:  2021-03-19       Impact factor: 9.825

4.  Combining the Ugi-azide multicomponent reaction and rhodium(III)-catalyzed annulation for the synthesis of tetrazole-isoquinolone/pyridone hybrids.

Authors:  Gerardo M Ojeda; Prabhat Ranjan; Pavel Fedoseev; Lisandra Amable; Upendra K Sharma; Daniel G Rivera; Erik V Van der Eycken
Journal:  Beilstein J Org Chem       Date:  2019-10-16       Impact factor: 2.883

5.  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

  5 in total

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