75416-79-4Relevant academic research and scientific papers
Palladium-Catalyzed Tail-to-Tail Reductive Dimerization of Terminal Alkynes to 2,3-Dibranched Butadienes
Guo, Hongyu,Zhang, Sheng,Li, Yang,Yu, Xiaoqiang,Feng, Xiujuan,Yamamoto, Yoshinori,Bao, Ming
supporting information, (2022/02/21)
The palladium-catalyzed tail-to-tail reductive dimerization of terminal alkynes is described for the first time. Aromatic terminal alkynes bearing diverse and sensitive functional groups as well as aliphatic terminal alkynes are efficiently transformed to 2,3-dibranched butadienes. The key to achieve a selective tail-to-tail reductive dimerization reaction is to control appropriately the acidity of the reaction solution, which is accomplished by a combined use of pivalic acid and para-toluenesulfonic acid. The tail-to-tail reductive dimerization reaction is proposed to proceed via a cationic alkenyl palladium intermediate under acidic conditions.
Facile synthesis of dibranched conjugated dienes via palladium-catalyzed oxidative coupling of N-tosylhydrazones
Jiang, Huanfeng,He, Li,Li, Xianwei,Chen, Huoji,Wu, Wanqing,Fu, Wei
supporting information, p. 9218 - 9220 (2013/09/24)
A facile and highly regioselective Pd-catalyzed oxidative coupling of N-tosylhydrazones providing efficient access to 2,3-disubstituted-1,3-butadienes has been developed. This process features readily available starting materials and mild reaction conditions. Further transformations of the obtained dibranched 1,3-dienes, through Diels-Alder reactions and indene synthesis, are also demonstrated, which reveal their great potential for synthetic utility.
NOVEL SYNTHESIS OF 2,3-DIARYLBUTA-1,3-DIENES FROM 1,4-DIMETHOXYBUTYNE-2
Ishino, Yoshio,Nishiguchi, Ikuzo,Takihira, Fujio,Hirashima, Tsuneaki
, p. 1527 - 1528 (2007/10/02)
It was found that 2,3-diarylbuta-1,3-dienes were readily obtained in good to excellent yields through the SN-2' type substitution of 1,4-dimethoxybutyne-2 with aryl Grignard reagents in the presence of a copper(I) salt.
