scholarly journals PEG-embedded KBr3: A recyclable catalyst for multicomponent coupling reaction for the efficient synthesis of functionalized piperidines

2011 ◽  
Vol 7 ◽  
pp. 1334-1341 ◽  
Author(s):  
Sanny Verma ◽  
Suman L Jain ◽  
Bir Sain
Keyword(s):  
Coupling Reaction ◽  
Recyclable Catalyst ◽  
Efficient Synthesis ◽  
Molecular Bromine ◽  
Keto Ester ◽  
One Step ◽  
High Yields ◽  
Multicomponent Coupling ◽  
Three Component Coupling

PEG-embedded potassium tribromide ([K+PEG]Br3 −) was found to be an efficient and recyclable catalyst for the synthesis of functionalized piperidines in high yields in a one step, three component coupling between aldehyde, amine and β-keto ester. At the end of the reaction the [K+PEG]Br3 − was readily regenerated from the reaction mixture by treating the residue containing [K+PEG]Br− with molecular bromine.

A bromine-radical mediated three-component reaction comprising allenes, electron-deficient alkenes and allyl bromides: facile synthesis of 2-bromo-1,7-dienes

2014 ◽  
Vol 50 (45) ◽  
pp. 5993-5996 ◽  
Author(s):  
Takashi Kippo ◽  
Ilhyong Ryu
Keyword(s):  
Coupling Reaction ◽  
Facile Synthesis ◽  
Three Component Reaction ◽  
High Yields ◽  
Three Component Coupling

A bromine-radical mediated three-component coupling reaction was effectively achieved by the use of allenes, electron-deficient alkenes, and allyl bromides and led to the synthesis of 2-bromo-1,7-dienes in good to high yields.

scholarly journals One-Step Synthesis of Acylboron Compounds via Cu-Catalyzed Carbonylative Borylation of Alkyl Halides

2020 ◽  
Author(s):  
Cheng Li-Jie ◽  
Zhao Siling ◽  
Neal Mankad
Keyword(s):  
Alkyl Halides ◽  
Efficient Synthesis ◽  
Mechanistic Studies ◽  
Acyl Halide ◽  
Reaction Conditions ◽  
One Pot ◽  
One Step ◽  
High Yields ◽  
Tertiary Alkyl

A Cu-catalyzed carbonylative borylation of unactivated alkyl halides has been developed, enabling efficient synthesis of aliphatic potassium acyltrifluoroborates (KATs) in high yields by treating the in-situ formed tetracoordinated acylboron intermediates with aqueous KHF2. A variety of functional groups are tolerated under the mild reaction conditions, and primary, secondary and tertiary alkyl halides are all applicable. In addition, this method also provides facile access to N-methyliminodiacetyl (MIDA) acylboronates as well as α-methylated potassium acyltrifluoroborates in a one-pot manner. Mechanistic studies indicate a radical atom transfer carbonylation (ATC) mechanism to form acyl halide intermediates that are subsequently borylated by (NHC)CuBpin.<br>

Coupling reaction of Aryl Halides Promoted by NiCl2/PPh3/Sm0

2002 ◽  
Vol 2002 (11) ◽  
pp. 562-563 ◽  
Author(s):  
Xingliang Zheng ◽  
Yongmin Zhang
Keyword(s):  
Functional Groups ◽  
Coupling Reaction ◽  
Aryl Halides ◽  
Efficient Synthesis ◽  
Mild Conditions ◽  
Coupling Reagent ◽  
High Yields

An efficient synthesis of biaryls from various aryl halides has been developed and investigated. The coupling reagent is a catalytic mixture of anhydrous NiCl2 and PPh3 in the presence of metallic samarium. The reaction occurs rapidly under mild conditions, tolerates a variety of functional groups with high yields.

A Simple and Economic Synthesis of Propargylamines by CuI-Catalyzed Three-Component Coupling Reaction with Succinic Acid as Additive

2009 ◽  
Vol 62 (1) ◽  
pp. 75 ◽  
Author(s):  
Gerui Ren ◽  
Jinli Zhang ◽  
Zheng Duan ◽  
Mengjun Cui ◽  
Yangjie Wu
Keyword(s):  
Succinic Acid ◽  
Efficient Method ◽  
Coupling Reaction ◽  
One Pot ◽  
Wide Range ◽  
High Yields ◽  
Three Component Coupling

A practical and efficient method was developed for the synthesis of propargylamines in a one-pot procedure from aldehydes, amines, and alkynes by using CuI as catalyst and succinic acid as additive. By using this protocol, a wide range of propargylamines was obtained in high yields.

Nickel-catalyzed multicomponent coupling reaction using ynones

2010 ◽  
Vol 82 (7) ◽  
pp. 1485-1490 ◽  
Author(s):  
Takayoshi Arai ◽  
Yui Ikematsu ◽  
Yuuki Suemitsu
Keyword(s):  
Carbonyl Group ◽  
Coupling Reaction ◽  
Conjugate Addition ◽  
Subsequent Treatment ◽  
Crystallographic Analysis ◽  
Coupling Reactions ◽  
X Ray ◽  
Tetrasubstituted Olefins ◽  
High Yields ◽  
Multicomponent Coupling

Conjugate addition of Me3SiCN to ynones is smoothly catalyzed by Ni(cod)2 to give β-cyano-silyloxyallenes quantitatively. Subsequent treatment of the silyloxyallenes with N-bromo succinimide (NBS) provides the tetrasubstituted α-bromo-β-cyanoenones in high yields (up to 95 %) with excellent Z-selectivity (E/Z = up to >1/99). X-ray crystallographic analysis shows a bent structure of the α-bromo-β-cyanoenone due to deconjugation of the π-bond and the carbonyl group. Furthermore, three-component coupling reactions of ynones, dialkylzinc, and alde-hydes are catalyzed by Ni(cod)2 to provide tetrasubstituted olefins.

scholarly journals Synthesis of α-amino amidines through molecular iodine-catalyzed three-component coupling of isocyanides, aldehydes and amines

2014 ◽  
Vol 10 ◽  
pp. 2065-2070 ◽  
Author(s):  
Praveen Reddy Adiyala ◽  
D Chandrasekhar ◽  
Jeevak Sopanrao Kapure ◽  
Chada Narsimha Reddy ◽  
Ram Awatar Maurya
Keyword(s):  
Environmental Impact ◽  
Coupling Reaction ◽  
Molecular Iodine ◽  
Atom Economy ◽  
Reaction Conditions ◽  
High Yields ◽  
Three Component Coupling

A facile and efficient synthetic protocol for the synthesis of α-amino amidines has been developed using a molecular iodine-catalyzed three-component coupling reaction of isocyanides, amines, and aldehydes. The presented strategy offers the advantages of mild reaction conditions, low environmental impact, clean and simple methodology, high atom economy, wide substrate scope and high yields.

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