126838-33-3

Upstream product

• 5720-05-8 4-methylphenylboronic acid 
• 4192-77-2 ethyl cinnamate 
• 104-87-0 4-methyl-benzaldehyde 
• 100-52-7 benzaldehyde 
• 97585-04-1 ethyl (E)-3-(4-methylphenyl)acrylate 
• 98-80-6 phenylboronic acid 
• 103-36-6 ethyl 3-phenyl-2-propenoate 
• 33604-67-0 (4-methylphenyl)azo 4-methylphenyl sulfone 

Relevant academic research and scientific papers

Pd(II)-bipyridine catalyzed conjugate addition of arylboronic acid to α,β-unsaturated carbonyl compounds

A Pd(II)-catalyzed conjugate addition of arylboronic acid to α,β-unsaturated ketones, aldehydes, esters, etc. in the presence of 2,2′-bipyridine was developed. A mechanism involving transmetalation, insertion of the carbon-carbon double bond into the C-Pd bond, and protonolysis of the resulting C-Pd bond is proposed. The reaction conditions are mild and the yield is high. The presence of 2,2′-bipyridine is crucial for the reaction to inhibit β-hydride elimination.

The synthesis and catalytic activity of the iridium(I) hydroquinone complex [(H2Q)Ir(COD)]+

The η6-hydroquinone iridium complex [(η6-H2Q)Ir(COD)]BF4 undergoes facile double deprotonation to the η4-quinone anionic analogue. The latter has been shown to be the first example of an iridium compl

Rh-Catalyzed Asymmetric Conjugate Addition of Arylboronic Acids to 3-Arylpropenoates: Enantioselective Synthesis of (R)-Tolterodine

A highly enantioselective conjugate addition of arylboronic acids to 3-arylpropenoates is presented. The rhodium complexes obtained from deoxycholic acid derived binaphthyl phosphites showed good activity as well as very high enantioselectivity (ee up to 99 %) in the conjugate addition to different ethyl-3-arylpropenoates, allowing to obtain useful chiral building blocks for the synthesis of active pharmaceutical ingredients. The method was applied to the enantioselective synthesis of the antimuscarinic drug (R)-tolterodine.

Method of using rhodium quinonoid catalysts

In accordance with aspects of the invention methods of using rhodium hydroquinone catalysts for the conjugate addition of boronic acids are disclosed.

Rhodium quinonoid catalysts

In accordance with one aspect of the invention a rhodium quinonoid catalyst is disclosed.

IMIDAZOPYRIDINE DERIVATIVES AS ANGIOTENSIN II ANTAGONISTS

The present invention relates to new imidazopyridine derivatives of formula I STR1 wherein: one of A, B, C and D is N and the other are CR, wherein each R independently represents hydrogen, C 1-4 alkyl, COOH or halogen; R 1 represents C 1-4 alkyl or C 3-7 cycloalkyl; Ar 1 represents phenyl or pyridyl which can be optionally substituted; V represents C 1-4 alkyl, C 3-7 cycloalkyl, aryl, aryl-(C 1-4)alkyl or a 5-or 6-membered aromatic heterocycle; the group X-Y represents C=C or CH--CR 3 ; R 3 represents hydrogen, C 1-4 alkyl or aryl-(C 1-4)alkyl; Z represents among others--CO 2 R 4,--tetrazol-5-yl,--CONHSO 2 R 4,--CONR 4 R 5,--CH 2 NHSO 2 R 4 ; R 4 and R 5 independently represent hydrogen, C 1-4 alkyl, aryl, aryl-(C 1-4) alkyl or perfluoro-(C 1-4) alkyl; W represents hydrogen, cyano, C 1-4 alkyl, C 1-4 haloalkyl, C 3-7 cycloalkyl, aryl, aryl-(C 1-4)alkyl, C 1-4 alkylsulfonyl, C 1-4 alkylsulfinyl, C 1-4 alkylthio, C 1-4 alkoxy, C 1-4 alkylcarbonyl, halogen, hydroxymethyl or C 1-4 alkoxymethyl, or W can have any of the meanings disclosed for Z. These compounds are angiotensin II antagonists.

REACTIONS OF ARYLAZO ARYL SULFONES WITH α,β-UNSATURATED ESTERS AND KETONES CATALYZED BY PALLADIUM(0) COMPLEX

The palladium(0) catalyzed reactions of arylazo aryl sulfones (1) with α,β-unsaturated esters in benzene give aryl-substituted esters as major products and hydroarylated esters as minor products.The reactions of 1 with acyclic α,β-unsaturated ketones give considerable amounts of hydroarylated ketones and aryl-substituted ketones under similar conditions, whereas the reactions of 1 with cyclic α,β-unsaturated ketones afforded selectively hydroarylated compounds and no formation of aryl-substituted ketones was found.A plausible reaction mechanism is proposed.Key words: Arylazo aryl sulfones; palladium(0) catalyst; arylation; α,β-unsaturated carbonyl compounds; diarylpalladiumII) intermediate; catalytic cycle.