Palladium catalyzed intramolecular nucleophilic addition of allylic species, generated from allene, to aryl aldehydes and ketones

2000 ◽  
pp. 1765-1766 ◽  
Author(s):  
Xinjie Gai ◽  
Ronald Grigg ◽  
Simon Collard ◽  
Jayne E. Muir
Keyword(s):  
Nucleophilic Addition ◽  
Aryl Aldehydes ◽  
Aldehydes And Ketones ◽  
Palladium Catalyzed

Nickel-Catalyzed Regioselective Hydroalkylation of 1,3-Dienes with Hydrazones

2019 ◽  
Author(s):  
Leiyang Lv ◽  
Dianhu Zhu ◽  
Zihang Qiu ◽  
Jianbin Li ◽  
Chao-Jun Li
Keyword(s):  
Catalytic Method ◽  
Unsaturated Hydrocarbons ◽  
Carbon Nucleophiles ◽  
Aryl Aldehydes ◽  
Aldehydes And Ketones ◽  
Sterically Hindered

Hydroalkylation of unsaturated hydrocarbons with unstablized carbon nucleophiles is difficult and remains a major challenge. The disclosed examples so far mainly focused on the involvement of heteroatom and/or stabilized carbon nucleophiles as efficient reaction partners. Reported here is an unprecedented regioselective nickel-catalyzed hydroalkylation of 1,3-dienes with hydrazones, generated in situ from abundant aryl aldehydes and ketones and acted as both the sources of unstabilized carbanions and hydride. With this strategy, both terminal and sterically hindered internal dienes are hydroalkylated efficiently in a highly selective manner, thus providing a novel and reliable catalytic method to construct challenging C(sp3)-C(sp3) bonds.

Chelation-control in nucleophilic addition to Cr(CO)3-complexed aryl aldehydes

2003 ◽  
Vol 1 (10) ◽  
pp. 1720-1725 ◽  
Author(s):  
Suresh Kumar Tipparaju ◽  
Vedavati G. Puranik ◽  
Amitabha Sarkar
Keyword(s):  
Nucleophilic Addition ◽  
Aryl Aldehydes

Microwave-assisted palladium mediated efficient synthesis of pyrazolo[3,4-b]pyridines, pyrazolo[3,4-b]quinolines, pyrazolo[1,5-a]pyrimidines and pyrazolo[1,5-a]quinazolines

RSC Advances ◽  
2014 ◽  
Vol 4 (46) ◽  
pp. 24001-24006 ◽  
Author(s):  
Kommuri Shekarrao ◽  
Partha Pratim Kaishap ◽  
Venkateshwarlu Saddanapu ◽  
Anthony Addlagatta ◽  
Sanjib Gogoi ◽  
...  
Keyword(s):  
Microwave Irradiation ◽  
Efficient Method ◽  
Solvent Free ◽  
Efficient Synthesis ◽  
Aryl Aldehydes ◽  
Microwave Assisted ◽  
Fused Heterocycles ◽  
Palladium Catalyzed ◽  
Solvent Free Reaction

An efficient method was developed for the synthesis of pyrazole fused heterocycles via the palladium-catalyzed solvent free reaction of β-halovinyl/aryl aldehydes and 3-aminopyrazoles/5-aminopyrazoles under microwave irradiation in good yields.

scholarly journals Applications of tert-butanesulfinamide in the asymmetric synthesis of amines

2003 ◽  
Vol 75 (1) ◽  
pp. 39-46 ◽  
Author(s):  
J. A. Ellman
Keyword(s):  
Amino Acids ◽  
Asymmetric Synthesis ◽  
Nucleophilic Addition ◽  
Amino Alcohols ◽  
Wide Range ◽  
Aldehydes And Ketones ◽  
Directing Group ◽  
High Yields ◽  
Direct Condensation

tert-Butanesulfinamide is prepared using catalytic enantioselective methods in two steps from the extremely inexpensive oil waste by-product, tert-butyl disulfide. Direct condensation of tert-butanesulfinamide with aldehydes and ketones provides tert-butanesulfinyl imines in uniformly high yields. The tert-butanesulfinyl group activates the imines for the addition of many different classes of nucleophiles, serves as a powerful chiral directing group, and after nucleophilic addition is readily cleaved by treatment with acid. A wide range of highly enantioenriched amines, including α-branched and α,α-dibranched amines, α- and β-amino acids, 1,2 and 1,3-amino alcohols and α-trifluoromethyl amines are efficiently synthesized using this methodology.

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