A New Synthesis of Butadienyl- and Styrylboronic Esters:  Highly Reactive Intermediates for Suzuki Cross-Coupling

2002 ◽  
Vol 4 (8) ◽  
pp. 1275-1277 ◽  
Author(s):  
Paolo Balma Tivola ◽  
Annamaria Deagostino ◽  
Cristina Prandi ◽  
Paolo Venturello
Keyword(s):  
Cross Coupling ◽  
Reactive Intermediates ◽  
New Synthesis

ChemInform Abstract: A New Synthesis of Butadienyl- and Styrylboronic Esters: Highly Reactive Intermediates for Suzuki Cross-Coupling.

ChemInform ◽  
2010 ◽  
Vol 33 (34) ◽  
pp. no-no
Author(s):  
Paolo Balma Tivola ◽  
Annamaria Deagostino ◽  
Cristina Prandi ◽  
Paolo Venturello
Keyword(s):  
Cross Coupling ◽  
Reactive Intermediates ◽  
New Synthesis

A Short Synthesis of the Plant Alkaloid 4-Methyl-2,6-naphthyridine

2019 ◽  
Vol 16 (12) ◽  
pp. 931-934 ◽  
Author(s):  
Alexandra Kamlah ◽  
Franz Bracher
Keyword(s):  
Pyridine Ring ◽  
Cross Coupling ◽  
Antirrhinum Majus ◽  
New Synthesis ◽  
Short Synthesis ◽  
Regioselective Oxidation ◽  
Key Steps

: A new synthesis of the 2,6-naphthyridine alkaloid 4-methyl-2,6-naphthyridine from Antirrhinum majus has been developed. Key steps are a regioselective oxidation of 3-bromo-4,5- dimethylpyridine to the corresponding 4-formyl derivative, and the annulation of the second pyridine ring by Suzuki-Miyaura cross-coupling using (E)-2-ethoxyvinylboronic acid pinacol ester as a masked acetaldehyde equivalent. This protocol gives the alkaloid in four steps starting from commercially available 3,4-dimethylpyridine in 15% overall yield. This annulation protocol should be useful for the synthesis of other condensed pyridines as well.

New Synthesis of 1,3-Dihydro-1,4-benzodiazepin-2(2H)-ones and 3-Amino-1,3-dihydro-1,4-benzodiazepin-2(2H)-ones:  Pd-Catalyzed Cross-Coupling of Imidoyl Chlorides with Organoboronic Acids

2003 ◽  
Vol 68 (7) ◽  
pp. 2844-2852 ◽  
Author(s):  
Alan Nadin ◽  
José M. Sánchez López ◽  
Andrew P. Owens ◽  
Dean M. Howells ◽  
Adam C. Talbot ◽  
...  
Keyword(s):  
Cross Coupling ◽  
New Synthesis ◽  
Organoboronic Acids ◽  
Imidoyl Chlorides

Microfluidic electrochemistry for single-electron transfer redox-neutral reactions

Science ◽  
2020 ◽  
Vol 368 (6497) ◽  
pp. 1352-1357 ◽  
Author(s):  
Yiming Mo ◽  
Zhaohong Lu ◽  
Girish Rughoobur ◽  
Prashant Patil ◽  
Neil Gershenfeld ◽  
...  
Keyword(s):  
Electron Transfer ◽  
Molecular Diffusion ◽  
Microfluidic Channel ◽  
Cross Coupling ◽  
Reactive Intermediates ◽  
Single Electron ◽  
Visible Light Photocatalysis ◽  
Single Electron Transfer ◽  
Selective Transformation ◽  
Crystal Compound

Electrochemistry offers opportunities to promote single-electron transfer (SET) redox-neutral chemistries similar to those recently discovered using visible-light photocatalysis but without the use of an expensive photocatalyst. Herein, we introduce a microfluidic redox-neutral electrochemistry (μRN-eChem) platform that has broad applicability to SET chemistry, including radical-radical cross-coupling, Minisci-type reactions, and nickel-catalyzed C(sp2)–O cross-coupling. The cathode and anode simultaneously generate the corresponding reactive intermediates, and selective transformation is facilitated by the rapid molecular diffusion across a microfluidic channel that outpaces the decomposition of the intermediates. μRN-eChem was shown to enable a two-step gram-scale electrosynthesis of a nematic liquid crystal compound, demonstrating its practicality.

Reactive intermediates in asymmetric cross-coupling catalysed by palladium P-N chelates

1989 ◽  
Vol 370 (1-3) ◽  
pp. 397-406 ◽  
Author(s):  
Karen V. Baker ◽  
John M. Brown ◽  
Neil A. Cooley ◽  
Gareth D. Hughes ◽  
Richard J. Taylor
Keyword(s):  
Cross Coupling ◽  
Reactive Intermediates
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