109686-67-1

Upstream product

• 636-82-8 cyclohexene-1-carboxylic acid 
• 36278-22-5 1-cyclohexenoyl chloride 
• 615-43-0 2-iodophenylamine 
• 552857-09-7 N-(2-iodophenyl)-1-cyclohexene-1-carboxamide 
• 74-88-4 methyl iodide 

Downstream Products

• 211116-82-4 C₂₁H₂₁N₃O₃S 

Relevant academic research and scientific papers

Domino carbopalladation-carbonylation: Generating quaternary stereocenters while controlling β-hydride elimination

A domino carbopalladation-carbonylation sequence for substrates possessing β-hydrogens is explored. This allows for the construction of complex architectures with vicinal stereocenters in a concise and rapid fashion via the stereocontrolled formation of two carbon-carbon bonds. An integral aspect of this domino reaction is the ability to control β-hydride elimination of the organopalladium intermediate and instead form the carbonylation product.

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.

SYNTHESIS OF OXINDOLES BY RADICAL CYCLISATION

Oxindoles are readily synthesised by intramolecular addition of aryl radicals to the α-position of α,β-unsaturated N-alkylamides.