Diazonamide synthetic studies. Reactivity of N-unsubstituted benzofuro[2,3-b]indolines

作者：Mutule Ilga^*; Kalnins Toms; Vedejs Edwin; Suna Edgars

来源：Chemistry of Heterocyclic Compounds, 2015, 51(7): 613-620.

DOI：10.1007/s10593-015-1749-7

• diazonamide
• DMAP
• hemiaminal
• indole
• 3H-indoline

Benzofuro[2,3-b]indolines undergo ring opening in the presence of base to generate 3H-indolines. The latter can rearrange into 3-arylindoles through an intramolecular transfer of the methoxycarbonyl moiety from quaternary carbon to oxygen of phenol. The intermediate 3H-indolines can be isolated upon DMAP-catalyzed O-acylation of the phenol moiety with Boc(2)O.

• 出版日期2015-7