701913-98-6

Upstream product

• 1048364-46-0 2-[3,5-bis(trifluoromethyl)phenylsulfonyl]-N-methoxy-N-methylacetamide 
• 89-98-5 2-chloro-benzaldehyde 
• 124931-12-0 diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate 
• 704-96-1 trans-2-chlorocinnamic acid 
• 593-56-6 N-methoxylamine hydrochloride 

Downstream Products

• 1220889-46-2 C₁₄H₉BrClNO 
• 1220889-28-0 C₁₈H₁₅ClN₂O 
• 1220889-36-0 C₁₄H₉ClFNO 
• 1181230-38-5 (1R-trans)-2-(2-Chlorophenyl)-cyclopropane carboxylic acid 
• 1415237-10-3 (3E)-1-chloro-4-(2-chlorophenyl)-3-buten-2-one 

Relevant academic research and scientific papers

General Method for the Preparation of Indole-2-Weinreb Amides

Indole-2-Weinreb amides are obtained via thermolysis of α-azidocinnamic acid Weinreb amides in a Hemetsberger-Knittel-type cyclization. The required vinyl azides are not accessible by Knoevenagel condensation, but are obtained by cerium(IV)-mediated oxida

3,5-Bis(trifluoromethyl)phenyl sulfones for the highly stereoselective Julia-Kocienski synthesis of α,β-unsaturated esters and weinreb amides

The 3,5-bis(trifluoromethyl)phenyl (BTFP) sulfones tert-butyl α-(BTFPsulfonyl)acetate (4) and Weinreb α-(BTFPsulfonyl)-acetamide (5) have successfully been employed in the Julia-Kocienski olefination of aldehydes with K2CO3 as the base at 120°C in DMF under solid/liquid phase-transfer catalysis conditions to afford α,β- unsaturated esters and Weinreb amides, respectively. The corresponding products were obtained in good yields and with high E stereoselectivities (E/Z up to >99:1), especially in the case of the amides. A detailed computational study of the Julia-Kocienski olefination with BTFP sulfone 4 was carried out and confirmed the existence of an equilibrium in the initial addition of the sulfone enolate to the aldehyde and, in contrast to other proposed mechanisms, a non-concerted final elimination of SO2 and 3,5-bis-(trifluoromethyl) phenoxide. A plausible explanation for the high E diastereoselectivity observed in the reaction has been suggested based on kinetic considerations at spirocyclic TS2 and thermodynamic factors during the elimination after TS2. ESI-MS studies carried out during the olefination reaction of benzaldehyde with BTFP sulfone 4 were used to characterize the sulfone enolate and the intermediate assumed for the reaction mechanism. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

Arylcyclopropylcarboxylic amides as potassium channel openers

The present invention provides novel arylcyclopropylcarboxylic amides and related derivatives having the general Formula I wherein R, R1, R2, R3, R4, R5, R6 and R7 are as defined