ChemInform Abstract: Palladium-Catalyzed Three-Component Coupling Reactions of Dimethylsilacyclobutane, Carbon Monoxide and Organic Halides: A Convenient Route to Cyclic Silyl Enol Ethers (V).

ChemInform ◽  
2010 ◽  
Vol 27 (38) ◽  
pp. no-no
Author(s):  
B. P. S. CHAUHAN ◽  
Y. TANAKA ◽  
H. YAMASHITA ◽  
M. TANAKA
Keyword(s):  
Carbon Monoxide ◽  
Coupling Reactions ◽  
Enol Ethers ◽  
Silyl Enol Ethers ◽  
Organic Halides ◽  
Palladium Catalyzed ◽  
Convenient Route ◽  
Three Component Coupling

Palladium-catalyzed three-component coupling reactions of 2-(cyanomethyl)phenol, aryl halides, and carbon monoxide

Tetrahedron ◽  
2015 ◽  
Vol 71 (26-27) ◽  
pp. 4432-4437 ◽  
Author(s):  
Masahito Murai ◽  
Kazuhiro Okamoto ◽  
Koji Miki ◽  
Kouichi Ohe
Keyword(s):  
Carbon Monoxide ◽  
Aryl Halides ◽  
Coupling Reactions ◽  
Palladium Catalyzed ◽  
Three Component Coupling

Synthesis of Chlorinated Arenes and Hetarenes by One-Pot Cyclizations of 1,3-Bis-silyl Enol Ethers

Synlett ◽  
2019 ◽  
Vol 30 (06) ◽  
pp. 665-673 ◽  
Author(s):  
Peter Langer ◽  
Zahid Hassan
Keyword(s):  
Cost Effective ◽  
Coupling Reactions ◽  
One Pot ◽  
Enol Ethers ◽  
Silyl Enol Ethers ◽  
Cross Coupling Reactions ◽  
Silyl Enol Ether ◽  
Synthetic Routes ◽  
Metal Catalyzed ◽  
High Level

This account describes our recent findings and progress in synthesizing chlorinated arenes and hetarenes by one-pot cyclizations of 1,3-bis-silyl enol ether derivatives. These reactions allow for the preparation of highly functionalized products with a high level of regioselectivity. The synthetic routes are cost-effective avoiding additional functionalization steps. The products are difficult to be accessed by other methods. The chlorine atom is of relevance in medicinal and agriculture chemistry. In addition, it allows further functionalizations by transition-metal-catalyzed cross-coupling reactions.1 Introduction2 Cyclizations of 2-Chloro-1,3-bis(silyloxy)-1,3-butadienes2.1 3,5-Dihydroxychlorophthalates2.2 2,4-Dihydroxy-homochlorophthalates2.3 2-(Arylsulfonyl)chloropyridines2.4 1-Azaxanthones3 Cyclizations of 4-Chloro-1,3-bis(trimethylsilyloxy)-1,3-butadienes3.1 3-Chlorosalicylates3.2 Functionalized Chlorobiaryls3.3 3-Chloro-5-(2-chloroethyl)-salicylates3.4 2,4-Dihydroxychlorobenzophenones4 Cyclizations of 2-Chloro-3-(silyloxy)-2-en-1-ones4.1 Functionalized Chlorophenols4.2 Functionalized Chlorinated Biaryls and Chlorofluorenones4.3 Functionalized Chlorochromenones4.4 Functionalized 3-(Methylthio)chlorophenols4.5 Functionalized 3-Chloromethylphenols5 Conclusions6 List of Abbreviations

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