Electrophilic chemistry of propargylic alcohols in imidazolium ionic liquids: Propargylation of arenes and synthesis of propargylic ethers catalyzed by metallic triflates [Bi(OTf)3, Sc(OTf)3, Yb(OTf)3], TfOH, or B(C6F5)3

2011 ◽  
Vol 9 (7) ◽  
pp. 2518 ◽  
Author(s):  
Gopalakrishnan Aridoss ◽  
Viorel D. Sarca ◽  
James F. Ponder Jr ◽  
Jessica Crowe ◽  
Kenneth K. Laali
2021 ◽  
Vol 105 ◽  
pp. 103210
Author(s):  
Mariusz Zalewski ◽  
Tomasz Krawczyk ◽  
Agnieszka Siewniak ◽  
Aleksander Sobolewski

2021 ◽  
Vol 412 ◽  
pp. 128624
Author(s):  
Tian-Lin Ren ◽  
Xi-Wen Ma ◽  
Xiao-Qiong Wu ◽  
Li Yuan ◽  
Yang-Li Lai ◽  
...  

2021 ◽  
Vol 341 ◽  
pp. 130029
Author(s):  
Wenyan Yin ◽  
Khaled Tawfik Alali ◽  
Milin Zhang ◽  
Jingyuan Liu ◽  
Dalei Song ◽  
...  

2019 ◽  
Vol 6 (11) ◽  
pp. 1895-1899 ◽  
Author(s):  
Sangepu Bhavanarushi ◽  
Yin Xu ◽  
Imran Khan ◽  
Zhibin Luo ◽  
Bin Liu ◽  
...  

Transition-metal-free borylation of unactivated propargylic alcohols in basic ionic liquids allowed the construction of various highly functionalized vinylboronates.


Author(s):  
Justyna Łuczak ◽  
Jan Hupka ◽  
Jorg Thöming ◽  
Christian Jungnickel

2015 ◽  
Vol 11 ◽  
pp. 1641-1648 ◽  
Author(s):  
A Srinivas Reddy ◽  
Kenneth K Laali

Reaction of benzyl and ethyl allenoates with TMSX (X = I, Br, Cl) and with NH4SCN were investigated in MeCN, DMF, and in imidazolium ionic liquids [BMIM][NTf2] and [BMIM][PF6] as solvent, in the presence and absence of Selectfluor. Comparative product analysis studies demonstrate that the ability of Selectflour to promote oxidative/electrophilic dihalogenation/dithiocyanation with TMSX/NH4SCN (as observed previously for 1-arylallenes) is diminished in allenoates, most significantly in reactions with TMSCl, and essentially disappearing in reactions with NH4SCN, in favor of nucleophilic/conjugate addition. The study underscores the contrasting reactivity patterns in 1-arylallenes and allenoates toward electrophilic and nucleophilic additions in halofunctionalization with TMSX/Selectfluor and thiocyanation reactions with NH4SCN/Selectfluor. These competing pathways are influenced by the nature of the anion, allene structure, and the choice of solvent.


2010 ◽  
Vol 43 (16) ◽  
pp. 2631-2639 ◽  
Author(s):  
Przemysław Kosobucki ◽  
Bogusław Buszewski

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