STUDIES IN THE PYRROLINE SERIES: III. SOME PYRROLINYLPYRROLES AND RELATED COMPOUNDS

1964 ◽  
Vol 42 (5) ◽  
pp. 1073-1078 ◽  
Author(s):  
R. Bonnett ◽  
K. S. Chan ◽  
I. A. D. Gale
Keyword(s):  
Similar Sequence ◽  
Reaction Proceeds ◽  
Palladium Catalyzed ◽  
Related Compounds

The addition of 5,5-dimethyl-1-pyrroline to pyrrole gives both the 1:1 adduct and the 2:1 adduct. The palladium-catalyzed dehydrogenation of 2,2′-pyrrolidinylpyrrole has been studied at various temperatures. In refluxing toluene the reaction proceeds satisfactorily to the pyrroline level, while in cymene the corresponding bipyrrole is produced. 1,2′-(1′-Pyrrolinyl)-pyrrole has been obtained from the reaction of 2-methoxy-1-pyrroline with pyrrole: on pyrolysis it yields 2,2′-(1′-pyrrolinyl)pyrrole. A similar sequence is observed with 3,4-dimethylpyrrole.

Intermolecular C–H Amidation of Alkenes with Carbon Monoxide and Azides via Tandem Palladium Catalysis

Synthesis ◽  
2021 ◽  
Author(s):  
Zheng-Yang Gu ◽  
Yang Wu ◽  
Feng Jin ◽  
Bao Xiaoguang ◽  
Ji-Bao Xia
Keyword(s):  
Carbon Monoxide ◽  
Palladium Catalysis ◽  
Computational Studies ◽  
Organic Azides ◽  
Reaction Proceeds ◽  
Palladium Catalyzed ◽  
Directing Group ◽  
And Control

An atom- and step-economic intermolecular multi-component palladium-catalyzed C–H amidation of alkenes with carbon monoxide and organic azides has been developed for the synthesis of alkenyl amides. The reaction proceeds efficiently without an ortho-directing group on the alkene substrates. Nontoxic dinitrogen is generated as the sole by-product. Computational studies and control experiments have revealed that the reaction takes place via an unexpected mechanism by tandem palladium catalysis.

Palladium-Catalyzed Carbonylative Synthesis of Aryl Esters from p-Benzoquinones and Aryl Triflates

2021 ◽  
Author(s):  
Xiao-Feng Wu ◽  
jun ying ◽  
Jian-Shu Wang ◽  
Zhengjie Le ◽  
Siqi Wang
Keyword(s):  
Reaction Proceeds ◽  
Palladium Catalyzed

A palladium-catalyzed dicarbonylation of p-benzoquinones with aryl triflates has been developed. Using Cr(CO)6 as the CO source, the reaction proceeds smoothly and efficiently to give a series of aryl esters...

Palladium-Catalyzed Addition of Dialkylamines to Linalyl Acetate and Related Compounds

1997 ◽  
Vol 9 (4) ◽  
pp. 441-445 ◽  
Author(s):  
S. Watanabe ◽  
T. Fujita ◽  
M. Sakamoto ◽  
T. Haga ◽  
T. Kuramochi
Keyword(s):  
Linalyl Acetate ◽  
Palladium Catalyzed ◽  
Related Compounds

Synthesis of 4-Alkylidene-Substituted 1,2,3,4-Tetrahydroisoquinolines via Palladium-Catalyzed Carbopalladation/C–H Activation of 2-Bromobenzyl-N-propargylamines

Synthesis ◽  
2015 ◽  
Vol 47 (11) ◽  
pp. 1633-1642 ◽  
Author(s):  
Kanagaraj Naveen ◽  
Avanashiappan Nandakumar ◽  
Paramasivan Perumal
Keyword(s):  
Bond Activation ◽  
Domino Reaction ◽  
Coupling Reactions ◽  
Reaction Proceeds ◽  
Palladium Catalyzed ◽  
A3 Coupling

Tetrasubstituted alkene-based 1,2,3,4-tetrahydroisoquinolines are synthesized via the formation of a cyclic carbopalladation complex followed by C–H bond activation of the sp2 carbon in arenes. This domino reaction proceeds with good selectivity and provides good yields of the products. The requisite starting materials are synthesized by copper(I) iodide catalyzed A3-coupling reactions.

scholarly journals Palladium-catalyzed substitution of (coumarinyl)methyl acetates with C-, N-, and S-nucleophiles

2012 ◽  
Vol 8 ◽  
pp. 1200-1207 ◽  
Author(s):  
Kalicharan Chattopadhyay ◽  
Erik Fenster ◽  
Alexander J Grenning ◽  
Jon A Tunge
Keyword(s):  
Nucleophilic Substitution ◽  
Biologically Active ◽  
New Method ◽  
Biological Screening ◽  
Different Types ◽  
Reaction Proceeds ◽  
Palladium Catalyzed

The palladium-catalyzed nucleophilic substitution of (coumarinyl)methyl acetates is described. The reaction proceeds though a palladium π-benzyl-like complex and allows for many different types of C-, N-, and S-nucleophiles to be regioselectively added to the biologically active coumarin motif. This new method was utilized to prepare a 128-membered library of aminated coumarins for biological screening.

scholarly journals Palladium-catalyzed Heck-type reaction of secondary trifluoromethylated alkyl bromides

2017 ◽  
Vol 13 ◽  
pp. 2610-2616 ◽  
Author(s):  
Tao Fan ◽  
Wei-Dong Meng ◽  
Xingang Zhang
Keyword(s):  
Alkyl Radical ◽  
Functional Group ◽  
High Efficiency ◽  
Mechanistic Studies ◽  
Reaction Conditions ◽  
Type Reaction ◽  
Alkyl Bromides ◽  
Reaction Proceeds ◽  
Palladium Catalyzed ◽  
Hydroxy Groups

An efficient palladium-catalyzed Heck-type reaction of secondary trifluoromethylated alkyl bromides has been developed. The reaction proceeds under mild reaction conditions with high efficiency and excellent functional group tolerance, even towards formyl and hydroxy groups. Preliminary mechanistic studies reveal that a secondary trifluoromethylated alkyl radical is involved in the reaction.

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