scholarly journals Combined directed ortho-zincation and palladium-catalyzed strategies: Synthesis of 4,n-dimethoxy-substituted benzo[b]furans

2011 ◽  
Vol 7 ◽  
pp. 1255-1260 ◽  
Author(s):  
Verónica Guilarte ◽  
M Pilar Castroviejo ◽  
Estela Álvarez ◽  
Roberto Sanz
Keyword(s):  
Methoxy Group ◽  
Sonogashira Coupling ◽  
Furan Derivatives ◽  
Iodination Reaction ◽  
Palladium Catalyzed

A new route to regioselectively dialkoxy-functionalized benzo[b]furan derivatives has been developed from 3-halo-2-iodoanisoles bearing an additional methoxy group, which have been accessed through an ortho-zincation/iodination reaction. Two palladium-catalyzed processes, namely a Sonogashira coupling followed by a tandem hydroxylation/cyclization sequence, give rise to new and interesting dimethoxy-substituted benzo[b]furans.

A General Palladium-Catalyzed Carbonylative Sonogashira Coupling of Aryl Triflates

2010 ◽  
Vol 17 (1) ◽  
pp. 106-110 ◽  
Author(s):  
Xiao-Feng Wu ◽  
Basker Sundararaju ◽  
Helfried Neumann ◽  
Pierre H. Dixneuf ◽  
Matthias Beller
Keyword(s):  
Sonogashira Coupling ◽  
Palladium Catalyzed

Palladium-catalyzed Sonogashira coupling of amides: access to ynones via C–N bond cleavage

2016 ◽  
Vol 52 (81) ◽  
pp. 12076-12079 ◽  
Author(s):  
Ming Cui ◽  
Hongxiang Wu ◽  
Junsheng Jian ◽  
Hui Wang ◽  
Chao Liu ◽  
...  
Keyword(s):  
Functional Group ◽  
Bond Cleavage ◽  
Catalyst Loading ◽  
Sonogashira Coupling ◽  
Broad Array ◽  
Palladium Catalyzed ◽  
Low Catalyst Loading

The first palladium-catalyzed Sonogashira coupling of amides has been developed, which proceeds via a selective cleavage of the N-acylsaccharin C–N bond. The protocol is mild, highly functional group tolerant and can be efficiently employed in the synthesis of a broad array of ynones in 48–98% yields under low catalyst loading and Cu-free conditions.

scholarly journals C-H and C-Si Functionalization of Furan Derivatives: Palladium-Catalyzed Homocoupling and Arylation Reactions

Synlett ◽  
2009 ◽  
Vol 2009 (12) ◽  
pp. 1941-1944 ◽  
Author(s):  
Atsunori Mori ◽  
Shigeru Matsuda ◽  
Masabumi Takahashi ◽  
Daiki Monguchi
Keyword(s):  
Furan Derivatives ◽  
Palladium Catalyzed

Palladium-catalyzed reductive cross-coupling between α-bromo carboxamides and terminal alkynes

2020 ◽  
Vol 7 (21) ◽  
pp. 3505-3508
Author(s):  
Muinat A. Aliyu ◽  
Bowen Li ◽  
He Yang ◽  
Wenjun Tang
Keyword(s):  
Cross Coupling ◽  
Sonogashira Coupling ◽  
Terminal Alkynes ◽  
Palladium Catalyzed

A Pd-catalyzed reductive cross-coupling between α-bromo carboxamides and terminal alkynes was developed featuring a radical pathway and distinct from the Sonogashira coupling.

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