Pd-N-heterocyclic carbene complex catalysed C–H bond activation of 2-isobutylthiazole at the C5 position with aryl bromides

2021 ◽  
Vol 45 (14) ◽  
pp. 6281-6292
Author(s):  
Siraj Khan ◽  
Nesrin Buğday ◽  
Sedat Yaşar ◽  
Naseem Ullah ◽  
İsmail Özdemir

An effective and efficient catalytic system has been reported for the synthesis of C5-arylated 2-isobutylthiazoles.

2019 ◽  
Author(s):  
John Montgomery ◽  
Alexander W. Rand

A new method to access alpha-arylated benzamides has been enabled by metallaphotoredox catalysis. This system allows for non-directed C–H functionalization of N-alkyl benzamides using a dual nickel/iridium catalytic system to form tertiary stereocenters in good enantiomeric excess and moderate yields. This reaction shows excellent functional group compatibility and can be performed using a number of sterically and electronically different aryl bromides and secondary benzamides.


2019 ◽  
Author(s):  
John Montgomery ◽  
Alexander W. Rand

A new method to access alpha-arylated benzamides has been enabled by metallaphotoredox catalysis. This system allows for non-directed C–H functionalization of N-alkyl benzamides using a dual nickel/iridium catalytic system to form tertiary stereocenters in good enantiomeric excess and moderate yields. This reaction shows excellent functional group compatibility and can be performed using a number of sterically and electronically different aryl bromides and secondary benzamides.


2013 ◽  
Vol 30 ◽  
pp. 139-142 ◽  
Author(s):  
Tingting Zheng ◽  
Hongjian Sun ◽  
Faguan Lu ◽  
Klaus Harms ◽  
Xiaoyan Li

2003 ◽  
Vol 27 (1) ◽  
pp. 107 ◽  
Author(s):  
Laura L. Santos ◽  
Kurt Mereiter ◽  
Margarita Paneque ◽  
Christian Slugovc ◽  
Ernesto Carmona

2011 ◽  
Vol 64 (8) ◽  
pp. 1141 ◽  
Author(s):  
Abeer Binobaid ◽  
Kingsley J. Cavell ◽  
Mikhail S. Nechaev ◽  
Benson M. Kariuki

The reaction of (o-MeSPh)-N-functionalized tetrahydropyrimidinium salts with KN(SiMe3)2 and [Rh(COD)Cl]2 in THF leads to the formation of a novel dimeric RhIII bis-carbene complex. The reaction involves the unexpected cleavage/oxidative addition of the aryl-sulfur bond to give dimeric metallated RhIII with bridging MeS< moieties. This unusual reaction is probably a consequence of the sterically imposing structure and strong donor capacity of ring-expanded N-heterocyclic carbenes (RE-NHCs). An X-ray structure of the [(Ph,DIPP-NHC)Rh(Cl)(SMe)2] product complex has been obtained, and DFT studies were undertaken to gain an insight into the reaction pathway.


Author(s):  
Robert Simons ◽  
Georgia Scott ◽  
Anastasia Gant Kanegusuku ◽  
Jennifer Roizen

A general method for the <i>N</i>-arylation of sulfamides with aryl bromides is described. The protocol leverates a dual-catalytic system of nickel and a photoexcitable iridium complex and proceeds at room temperature under visible light irradiation. Using these tactics, aryl boronic esters and aryl chlorides can be carried through the reaction untouched. Thereby, this method complements known Buchwald-Hartwig coupling methods for N-arylation of sulfamides.


2017 ◽  
Vol 37 (5) ◽  
pp. 645-654 ◽  
Author(s):  
Kai-Stephan Feichtner ◽  
Thorsten Scherpf ◽  
Viktoria H. Gessner

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