608519-06-8

Upstream product

• 37595-74-7 N,N-phenylbistrifluoromethane-sulfonimide 
• 608519-05-7 [2-(2-hydroxyphenyl)ethyl]carbamic acid ethyl ester 
• 48179-00-6 3-(2'-(Benzyloxy)phenyl)propionic Acid 
• 119-84-6 C₆H₄(CH₂CH₂C(O)O) 
• 608519-02-4 N,N-dimethyl-3-(2-hydroxyphenyl)propionamide 
• 608519-03-5 3-(2-benzyloxyphenyl)-N,N-dimethylpropionamide 
• 608519-04-6 [2-(2-benzyloxyphenyl)ethyl]carbamic acid ethyl ester 

Relevant academic research and scientific papers

Heck-mediated synthesis and photochemically induced cyclization of [2-(2-styrylphenyl)ethyl]carbamic acid ethyl esters and 2-styryl-benzoic acid methyl esters: Total synthesis of naphtho[2,1f]isoquinolines (2-azachrysenes)

We describe two new closely related total syntheses of naphtho[2,1-f]isoquinolines. The first synthesis consists of a Heck coupling reaction between trifluoromethanesulfonic acid 2-(2-ethoxycarbonylaminoethyl)phenyl esters and styrenes to give [2-(2-styrylphenyl)ethyl]carbamic acid ethyl esters. These compounds cyclize to give (2-phenanthren-1-yl-ethyl)carbamic acid ethyl esters, from which 2-azachrysenes can be obtained in a three-step sequence. The second synthesis includes a new total synthesis of 2-styrylbenzoic acid methyl esters by Heck coupling of methyl o-iodobenzoates to styrenes, followed by the transformation of the resulting benzoic acid derivatives into phenanthrene-1-carboxylic acid methyl esters and then into the target compounds by a six-step sequence including a Bischler-Napieralski cyclization.