A novel green protocol for ligand free Suzuki–Miyaura cross-coupling reactions in WEB at room temperature

2015 ◽  
Vol 17 (3) ◽  
pp. 1442-1445 ◽  
Author(s):  
Preeti Rekha Boruah ◽  
Abdul Aziz Ali ◽  
Bishwajit Saikia ◽  
Diganta Sarma

A highly efficient green protocol for palladium acetate-catalysed ligand-free Suzuki–Miyaura cross-coupling reactions in neat ‘water extract of banana (WEB)’ was developed. Suzuki–Miyaura reaction proceeds in WEB at very short reaction times under ‘ligand/external base/external promoters/organic medium’ free conditions.

ChemInform ◽  
2015 ◽  
Vol 46 (28) ◽  
pp. no-no
Author(s):  
Preeti Rekha Boruah ◽  
Abdul Aziz Ali ◽  
Bishwajit Saikia ◽  
Diganta Sarma

2004 ◽  
Vol 82 (2) ◽  
pp. 206-214 ◽  
Author(s):  
Richard W Friesen ◽  
Laird A Trimble

4,7-Dichloroquinoline (1a) and 7-chloro-4-iodoquinoline (1b) undergo Suzuki cross-coupling reactions with arylboronic acids catalyzed by phosphine-free palladium acetate in boiling water. Using phenylboronic acid (2), the reaction of 1a provides 7-chloro-4-phenylquinoline (3) (78%) together with diphenylquinoline (4) (12%), while 1b reacts in a much more regioselective fashion and provides 3 in 98% isolated yield. Although 1b undergoes a more regioselective Suzuki reaction than 1a, additional important observations are that the overall reaction of 1b with 2 is three times slower than 1a and that the reaction occurs in the absence of tetrabutylammonium bromide. Using optimized reaction conditions, a variety of aryl and vinylboronic acids undergo regioselective Suzuki cross-coupling with 1b to provide the products 7, 10, and 11 in good to excellent yield.Key words: palladium, cross-coupling, regioselectivity, quinolines, boronic acids.


2011 ◽  
Vol 7 ◽  
pp. 886-891 ◽  
Author(s):  
K Harsha Vardhan Reddy ◽  
V Prakash Reddy ◽  
A Ashwan Kumar ◽  
G Kranthi ◽  
YVD Nageswar

Potassium thiocyanate acts as an efficient sulfur surrogate in C–S cross-coupling reactions mediated by recyclable copper oxide nanoparticles under ligand free conditions. This protocol avoids foul smelling thiols, for the synthesis of a variety of symmetrical diaryl sulfides, via the cross-coupling of different aryl halides with potassium thiocyanate, affording corresponding products in moderate to excellent yields.


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