1431660-75-1

Upstream product

• 64-04-0 phenethylamine 
• 22955-65-3 1-ethyl-4-nitrosobenzene 
• 1739-00-0 (N-phenyl)phenylethylamine 
• 1019610-08-2 N-(2-phenylethyl)pyridin-3-amine 
• 103-63-9 1-phenyl-2-bromoethane 
• 5470-36-0 [2-(phenyl)ethyl]hydrazine hydrochloride 
• 110391-94-1 4-ethyl-4-methoxycyclohexa- 2,5-dien-1-one 

Relevant academic research and scientific papers

Acid mediated coupling of aliphatic amines and nitrosoarenes to indoles

Traditionally, amines react with nitrosoarenes to provide the corresponding imines or azo compounds. Herein, we report an acid mediated annulation reaction of aliphatic amines and nitrosoarenes to provide indole derivatives. The elusive direct annulation of aliphatic amines and nitrosoarenes via simultaneous C-C and C-N bond formation was achieved under metal free conditions. This conceptually novel method for indole synthesis does not require pre-functionalization steps for the new C-C and C-N bond formation. The method has been applied for an elegant synthesis of nor-neocryptolepine and neocryptolepine.

A variation of the Fischer indolization involving condensation of quinone monoketals and aliphatic hydrazines

A new twist: A one-pot nitrous acid free, diazonium-free, and transition-metal-free variation of the Fischer indole synthesis has been developed. Condensation of quinone monoketals and aliphatic hydrazine hydrochlorides afforded indoles via intermediate alkylaryldiazenes. This method will complement the classical Fischer indole synthesis by providing indoles in two steps from widely available phenols under mild conditions. Copyright