154077-56-2

Upstream product

• 143262-17-3 tert-butyl 7-bromoindoline-1-carboxylate 
• 143262-10-6 1-(tert-butoxycarbonyl)indoline 
• 100-39-0 benzyl bromide 
• 64957-88-6 4,4-dimethyl-2-(2,4,5-trimethoxy-phenyl)-4,5-dihydro-oxazole 
• 154077-54-0 1-Benzyl-7-[2-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-4,5-dimethoxy-phenyl]-2,3-dihydro-1H-indole 
• 63839-23-6 N-benzyl-7-bromoindoline 
• 62813-85-8 7-bromo-2,3-dihydroindole 
• 124-41-4 sodium methylate 
• 154077-55-1 2-(1-Benzyl-2,3-dihydro-1H-indol-7-yl)-4,5-dimethoxy-benzoic acid 2-amino-2-methyl-propyl ester 

Relevant academic research and scientific papers

An oxazoline-mediated synthesis of the pyrrolophenanthridine alkaloids and some novel derivatives

An unsymmetrical biaryl coupling between the Grignard of N-benzyl-7-bromoindoline 25 and the appropriately substituted (o-methoxyaryl)oxazoline 15 leads to an intermediate biaryl which can be elaborated in one step to the 1H-pyrrolo[3,2,1-de]phenanthridine ring system. This simple two-step sequence provides general access to the pyrrolophenanthridine alkaloids 2-6.

A total synthesis of the pyrrolophenthridone alkaloid oxoassoanine

Coupling of the Grignard derived from N-Benzyl-7-bromoindoline with an aryl oxazoline leads to the title compound in good yield (Scheme 3). This methodology provides a versatile route to the Pyrrolophenthridone class of alkaloids.