1446319-85-2

Upstream product

• 1446319-73-8 9-fluoro-6,10b-dimethyl-2-nitro-5a-phenyl-5a,6,10b,11-tetrahydrochromeno[2,3-b]indole 
• 1446319-69-2 5-fluoro-1,3-dimethyl-2-phenyl-1H-indole 
• 1446319-97-6 5-fluoro-3-methyl-2-phenyl-1H-indole 
• 93-55-0 1-phenyl-propan-1-one 

Relevant academic research and scientific papers

Reactivity of tetrahydrochromeno[2,3-b]indoles: Chromic indicators of cyanide

The synthesis and reactivity of a tetrahydrochromeno[2,3-b]indoles are reported. Evidence for reversible ring-opening is based on H/D exchange and trapping experiments. These compounds readily undergo reaction with tetra-n-butylammonium cyanide. The cyanide reaction is 10-100× faster when the solution is irradiated with 350 nm light. Reaction with trimethylsilyl cyanide occurs only with UV irradiation demonstrating photoreactivity. The rate of tetrahydrochromeno[2,3-b]indole ring-opening is greater for (i) Me substitution at the hemiaminal carbon (compared to Ph), and (ii) substitution of fluorine at the 9-position of the indole. Under acidic conditions, the ring-opened indolium ion is observed. Copyright