𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Palladium-mediated total synthesis of 2-styrylbenzoic acids: a general route to 2-azachrysenes

✍ Scribed by Carme Pampı́n; Juan C Estévez; Luis Castedo; Ramón J Estévez


Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
138 KB
Volume
43
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis


We describe a new total synthesis of 2-styrylbenzoic acids by Heck coupling of methyl o-iodobenzoates to styrenes. Additionally, in the first general synthesis of naphtho[2,1-f ]isoquinolines, these acids were transformed into phenanthrenoic acids and thence into the target compounds by a six-step sequence including a Bischler-Napieralski cyclization.


📜 SIMILAR VOLUMES


A general route to 5-substituted-2-furyl
✍ Simon J. Hayes; David W. Knight; Andrew W.T. Smith; Mark J. O’Halloran 📂 Article 📅 2010 🏛 Elsevier Science 🌐 French ⚖ 278 KB

a b s t r a c t 3,4-Dihydroxy-5-alkynylcarboxylic acids, readily obtained by the addition of lithium acetylides to a-acetoxysuccinic anhydride followed by reduction and hydrolysis, undergo smooth silver(I)-catalysed 5-endodig cyclisations and in situ dehydration to give excellent overall yields of 5