87768-45-4

Upstream product

• 7073-94-1 1-bromo-2-isopropylbenzene 
• 88-10-8 N,N-diethylcarbamyl chloride 
• 109-72-8 n-butyllithium 
• 98-88-4 benzoyl chloride 
• 187737-37-7 propene 
• 1696-17-9 N,N-diethylbenzamide 
• 5434-08-2 2-ethyl-N,N-diethyl-benzamide 
• 74-88-4 methyl iodide 

Downstream Products

• 159153-07-8 2-Diethylcarbamoyl-3-isopropyl-benzenesulfonyl chloride 
• 150801-11-9 N,N-Diethyl-2-isopropyl-6-sulfamoylbenzamide 
• 87768-53-4 C₁₄H₂₀⁽²⁾HNO 

Relevant academic research and scientific papers

Branch-selective, Iridium-catalyzed hydroarylation of monosubstituted alkenes via a cooperative destabilization strategy

Highly branch-selective, carbonyl-directed hydroarylations of monosubstituted alkenes are described. The chemistry relies upon a cationic Ir(I) catalyst modified with an electron deficient, wide bite angle bisphosphine ligand. This work provides a regioisomeric alternative to the Murai hydroarylation protocol.

SACCHARIN DERIVATIVE PROTEOLYTIC ENZYME INHIBITORS

Compounds having the structural formula STR1 which inhibit the enzymatic activity of proteolytic enzymes, and processes for preparation thereof, method of use thereof in treatment of degenerative diseases and pharmaceutical compositions thereof are disclosed.

A COMPARISON OF SECONDARY AND TERTIARY AMIDES AS DIRECTORS OF ORTHO AND ADJACENT BENZYLIC LITHIATION AND OF ASYMMETRIC INDUCTION IN ORTHO LITHIATED BENZAMIDES

Comparisons are made between the influence of secondary and tertiary amides on ortho and adjacent benzylic metallations of benzamides.In the intramolecular competition offered by N,N-diethyl-N-ethylterephthalamide (1) the tertiary amide is the more effective director of ortho lithiation, while the secondary amide is better in the intermolecular competitions offered by the pairs N-ethyl-(9):N,N-diethylbenzamide(10) and N-isopropyl-(11):N,N-diisopropylbenzamide(12).Both secondary and tertiary amides are found to direct metallation ortho to the amide in the 2-isopropylbenzamides 25 and 26; however, benzylic metallation is observed with secondary 2-ethyl- and 2-methylbenzamides 21 and 22 and with the tertiary 2-ethylbenzamide 19.Magnetic non-equivalence is noted for the anti-N-methylene group of 19.The reaction of an ortho lithio (S)-O-methyl-N-benzoylleucinol (34) with 1-naphthaldehyde-1-d gives, after lactonization, 3-(1-naphthyl-1-d)-phthalide with 10percent enantiomeric excess.The phthalide can be obtained in high enantiomeric purity by separation of the diastereoisomers prior to cyclization.Control experiments establish that the observed asymmetric induction is attributable to diastereomeric transition states.The corresponding tertiary benzamide is ineffective in inducing asymmetry.Structural and mechanistic rationales are offered for these observations.