78329-49-4

Upstream product

• 78329-47-2 5-chloro-1-(phenylsulfonyl)-1H-indole 
• 93-55-0 1-phenyl-propan-1-one 
• 53590-49-1 5-chloro-1H-indole-2-carbaldehyde 
• 1530-32-1 ethyltriphenylphosphonium bromide 
• 100-58-3 phenylmagnesium bromide 
• 17422-32-1 5-chloro-1H-indole 

Downstream Products

• 78329-51-8 [5-Chloro-2-((E)-1-phenyl-propenyl)-1H-indol-3-yl]-oxo-acetic acid ethyl ester 
• 78329-53-0 5-Chloro-3-formyl-2-(1-phenyl-1-propenyl)indole 

Relevant academic research and scientific papers

Benzannulation of 2-Alkenylindoles using Aldehydes by Sequential Triple-Relay Catalysis: A Route to Carbazoles and Carbazole Alkaloids

Benzannulation of 2-alkenylindoles with readily available aldehydes, under one-pot sequential triple-relay-catalysis, provides an easy access to several structurally unique carbazoles including 2- and 3-alkenylcarbazoles. This protecting group-free method enabled one-pot synthesis of alkaloids such as hyellazole and 6-chlorohyellazole, and the formal syntheses of seven other alkaloids. Construction of the core structure, present in murastifoline A, murrafoline E, and related alkaloids was also demonstrated. Even conjugated 3,3′-biscarbazoles can also be synthesized by one-pot, two-fold sequential triple-relay catalysis. (Figure presented.).

Synthesis of Carbazole Alkaloids Hyellazole and 6-Chlorohyellazole

2-(1-Cyclohexenyl)-3-(β-methoxyvinyl)indole was heated in decalin in the presence of 5percent Pd-C to give 1,2,3,4-tetrahydro-5-methoxy-11H-benzocarbazole and 5-methoxy-11H-benzocarbazole. 3-(β-Methoxyvinyl)-2-(1-phenyl-1-propenyl)indole and 5-chloro-3-(β-methoxyvinyl)-2-(1-phenyl-1-propenyl)indole were also heated in decalin in the presence of 5percent Pd-C at 210 deg C, yielding the carbazole alkaloids hyellazole and 6-chlorohyellazole, respectively.