552857-10-0

Upstream product

• 68965-62-8 2-bromocyclohex-1-enecarboxylic acid 
• 62-53-3 aniline 
• 108-94-1 cyclohexanone 
• 38127-47-8 2-bromocyclohex-1-ene-1-carbaldehyde 
• 159389-47-6 2-bromo-1-cyclohexene-1-carbonyl chloride 
• 72422-64-1 2-bromocyclohex-1-ene-1-carboxylic acid methyl ester 

Downstream Products

• 34127-13-4 2-phenyl-5,6,7,8-tetrahydronquinazolin-4(3H)-one 
• 52850-98-3 5-methyl-7,8,9,10-tetrahydrophenanthridin-6(5H)-one 
• 552857-08-6 2-bromo-N-methyl-N-phenyl-1-cyclohexene-1-carboxamide 

Relevant academic research and scientific papers

Concise synthesis of tetrahydrophenanthridone by palladium reagent

Heck reaction of N-(2-halophenyl)-N-methyl-1-cyclohexene-1carboxamide (1) and 2-bromo-N-methyl-N-phenyl-1-cyclohexene-1-carboxamide (4) using a palladium reagent under several reaction conditions was examined. Reaction of 4 using Pd(OAc)2, DPPP, and Bu3P afforded tetrahydrophenanthridone (5) in excellent yield.

CuI/amino acid-catalyzed coupling and cyclization of β-bromo-α, β-unsaturated amides with terminal alkynes leading to (3Z)-3- alkylidenepyrrol-1-ones

β-Bromo-α,β-unsaturated amides are coupled and cyclized with terminal alkynes in DMF at 110 °C in the presence of a catalytic amount of CuI and amino acid along with a base to give the corresponding (3Z)-3-alkylidenepyrrol-1-ones in moderate to good yield