Catalytic Addition Reactions of Acetylenic Alcohols1,2

1942 ◽  
Vol 64 (5) ◽  
pp. 1220-1222 ◽  
Author(s):  
G. F. Hennion ◽  
W. S. Murray
2008 ◽  
Vol 130 (6) ◽  
pp. 1804-1805 ◽  
Author(s):  
Ryosuke Matsubara ◽  
Florian Berthiol ◽  
Shū Kobayashi

2018 ◽  
Vol 47 (5) ◽  
pp. 690-692 ◽  
Author(s):  
Yasuhiro Yamashita ◽  
Kodai Minami ◽  
Shū Kobayashi

2006 ◽  
Vol 78 (2) ◽  
pp. 425-434 ◽  
Author(s):  
Masaharu Nakamura

This account deals with an overview of the development of catalytic addition reactions of carbonyl compounds to alkynes catalyzed by a variety of indium salts. The new C-C bond formation reactions provide a powerful tool for α-functionalization of carbonyl compounds, including direct α-vinylation with acetylene, regioselective α-alkenylation, and α-ynenylation that can be applied to a modular synthesis of α-arylated β-keto esters.


ChemInform ◽  
2008 ◽  
Vol 39 (24) ◽  
Author(s):  
Ryosuke Matsubara ◽  
Florian Berthiol ◽  
Shu Kobayashi

ACS Catalysis ◽  
2020 ◽  
Vol 10 (12) ◽  
pp. 6924-6951 ◽  
Author(s):  
Kazuhiro Morisaki ◽  
Hiroyuki Morimoto ◽  
Takashi Ohshima

2007 ◽  
Vol 4 (4) ◽  
pp. 281-284 ◽  
Author(s):  
Yanyan Chai ◽  
Dewen Dong ◽  
Yan Ouyang ◽  
Yongjiu Liang ◽  
Yan Wang ◽  
...  

1980 ◽  
Vol 45 (2) ◽  
pp. 406-414 ◽  
Author(s):  
Jiří Svoboda ◽  
Oldřich Paleta ◽  
Václav Dědek

Dimerisation of trifluoropropenenitrile (I) in the presence of potassium fluoride and tertiary amines afforded a mixture of stereoisomeric perfluoro-4-methyl-pentenedinitriles (II), higher-boiling compounds, and 2,3,3,3-tetrafluoropropanenitrile (III) which arises by proton transfer from the solvent molecule. Under optimum conditions, product II was obtained in about 50% yield. Reaction of the nitrile I with methyl trifluoropropenoate (IV) gave, besides the dimers II and V, the product of addition of the nitrile I to the propenoate, IV, i.e. methyl 4-cyanoperfluoro-2-pentenoate (VI), and the addition product of the propenoate IV to the nitrile I, i.e. methyl 4-cyanoperfluoro-2-methyl-3-butenoate (VII). The relative reactivity if I and IV is discussed. The ratio of stereoisomers in II, V, VI and VII indicates that the magnitude of the steric substituent effect, operating in the reaction mechanism, decreases in the order -CFCF3.(COOCH3) > -CFCF3(CN) > -COOCH3 > -CN.


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