174504-73-5Relevant articles and documents
New strategy for indole synthesis from ethyl pyrrole-2-carboxylate (synthetic studies on indoles and related compounds. XXXIX)
Tani, Masanobu,Ariyasu, Takahiro,Ohtsuka, Masanori,Koga, Terumi,Ogawa, Yumi,Yokoyama, Yuusaku,Murakami, Yasuoki
, p. 55 - 61 (1996)
As a synthetic application of the previously reported C4-acylation of ethyl pyrrole-2-carboxylate (1), a new strategy for indole synthesis was developed. Ethyl pyrrole-2-carboxylate (1) was allowed to react with succinic anhydride or 3-methoxycarbonylpropionyl chloride to give, in good yield, a C4-succinyl derivative of 1, which was converted into ethyl 7-oxo-4,5,6,7- tetrahydroindole-2-carboxylate (6) as a key intermediate for indole synthesis. Starting from 6, several indoles functionalized on the benzene moiety were synthesized.