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Ruthenium(II)-catalyzed intermolecular synthesis of 2-arylindolines through C–H activation/ oxidative cyclization cascade

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Title Ruthenium(II)-catalyzed intermolecular synthesis of 2-arylindolines through C–H activation/ oxidative cyclization cascade
 
Creator Manna, Manash Kumar
Bhunia, Samir Kumar
Jana, Ranjan
 
Subject Chemistry
 
Description Herein, we report a ruthenium-catalyzed 1,2-carboamination through C–H activation for the synthesis of 2-arylindolines from readily available, inexpensive, protected anilines and vinyl arenes. In earlier reports, indoline synthesis through C–H activation was
demonstrated using sterically or electronically biased olefins suppressing b-hydride elimination. However, in the present protocol a ruthenium(II)-catalyzed indoline synthesis via interrupted Heck-type manifold with unbiased styrenes is demonstrated. Mechanistically, the
reaction proceeds through pyrimidine directed electrophilic ortho metalation, alkene insertion, amine coordination, and reductive elimination to construct the indoline nucleus
 
Publisher Royal Society of Chemistry
 
Date 2017-06-28
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://www.eprints.iicb.res.in/2711/1/Chem._Commun.%2C_2017%2C_53%2C_6906%2D%2D6909.pdf
Manna, Manash Kumar and Bhunia, Samir Kumar and Jana, Ranjan (2017) Ruthenium(II)-catalyzed intermolecular synthesis of 2-arylindolines through C–H activation/ oxidative cyclization cascade. Chemical Communications, 53 (51). pp. 6906-6909.
 
Relation http://dx.doi.org/10.1039/C7CC03053C
http://www.eprints.iicb.res.in/2711/