Copper-catalyzed decarboxylative and oxidative decarbonylative cross-coupling between cinnamic acids and aliphatic aldehydes

2018 ◽  
Vol 5 (22) ◽  
pp. 3299-3305 ◽  
Author(s):  
Zaigang Luo ◽  
Xinxin Han ◽  
Yuyu Fang ◽  
Peng Liu ◽  
Chengtao Feng ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Cinnamic Acids ◽  
Aliphatic Aldehydes

A convenient copper-catalyzed decarboxylative and oxidative decarbonylative cross-coupling of cinnamic acids with aliphatic aldehydes was achieved, which provides a useful strategy of C(sp3)–C(sp2) bonds construction for the synthesis of alkyl-substituted E-alkenes.

scholarly journals Nickel-Catalyzed Reductive Coupling of Unactivated Alkyl Bromides and Aliphatic Aldehydes

2021 ◽  
Author(s):  
Cole Cruz ◽  
John Montgomery
Keyword(s):  
Functional Groups ◽  
Catalytic System ◽  
Cross Coupling ◽  
Secondary Alcohols ◽  
Reductive Coupling ◽  
Aliphatic Aldehydes ◽  
Alkyl Bromide ◽  
Alkyl Bromides ◽  
Wide Range ◽  
Ni Species

We report the development of a mild, convenient coupling of aliphatic aldehydes and unactivated alkyl bromides. The catalytic system features the use of a common Ni(II) precatalyst and a readily available bisoxazoline ligand and affords silyl-protected secondary alcohols. The reaction is operationally simple, utilizing Mn as a stoichiometric reductant, and tolerates a wide range of functional groups. Initial mechanistic experiments support a mechanism featuring an alpha-silyloxy Ni species which undergoes formal oxidative addition of the alkyl bromide species via a reductive cross-coupling pathway.

Synthesis of (E)-vinyl Isobutyronitriles via Fe(III)-catalyzed Decarboxylative Cross-coupling of Cinnamic Acids and AIBN under Additive-free Conditions

2019 ◽  
Vol 16 (8) ◽  
pp. 656-661
Author(s):  
Xuemei Xu ◽  
Zaigang Luo ◽  
Yuyu Fang ◽  
Peng Liu
Keyword(s):  
Cross Coupling ◽  
Post Treatment ◽  
Cinnamic Acids ◽  
Treatment Procedure

A facile, efficient, additive-free and eco-friendly protocol for the synthesis of (E)-vinyl isobutyronitriles via Fe(III)-catalyzed decarboxylative cross-coupling of cinnamic acids and AIBN (azodiisobutyronitrile) has been developed. The presented methodology offers several advantages such as easy accessibility and stability of substrates, inexpensive catalyst and simple post-treatment procedure.

Decarboxylative Cross-Coupling of Cinnamic Acids Catalyzed by Iron-Based Covalent Organic Frameworks

2018 ◽  
Vol 61 (7-8) ◽  
pp. 689-698 ◽  
Author(s):  
Jhonny M. C. Cifuentes ◽  
Bruno X. Ferreira ◽  
Pierre M. Esteves ◽  
Camilla D. Buarque
Keyword(s):  
Cross Coupling ◽  
Covalent Organic Frameworks ◽  
Cinnamic Acids ◽  
Iron Based

Cu/Ag-catalyzed double decarboxylative cross-coupling reaction between cinnamic acids and aliphatic acids in aqueous solution

RSC Advances ◽  
2013 ◽  
Vol 3 (42) ◽  
pp. 19264 ◽  
Author(s):  
Wen-Peng Mai ◽  
Ge Song ◽  
Gang-Chun Sun ◽  
Liang-Ru Yang ◽  
Jin-Wei Yuan ◽  
...  
Keyword(s):  
Aqueous Solution ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Cinnamic Acids ◽  
Aliphatic Acids ◽  
Cross Coupling Reaction

Four-component radical-dual-difunctionalization (RDD) and decarbonylative alkylative peroxidation of two different alkenes with aliphatic aldehydes and TBHP

2019 ◽  
Vol 55 (80) ◽  
pp. 12080-12083 ◽  
Author(s):  
Ren-Xiang Liu ◽  
Feng Zhang ◽  
Yong Peng ◽  
Luo Yang
Keyword(s):  
Alkyl Radical ◽  
Cross Coupling ◽  
Aliphatic Aldehydes

From difunctionalization of a single alkene to radical-dual-difunctionalization of two different alkenes! A alkylative peroxidation and cross-coupling of two alkenes was established with the aliphatic aldehydes as the alkyl radical source.

Iodine-promoted decarboxylative C–S cross-coupling of cinnamic acids with sodium benzene sulfinates

Tetrahedron ◽  
2015 ◽  
Vol 71 (31) ◽  
pp. 5059-5063 ◽  
Author(s):  
Jie Chen ◽  
Jincheng Mao ◽  
Yang Zheng ◽  
Defu Liu ◽  
Guangwei Rong ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Cinnamic Acids
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