Thermal oligomerisation of aryl isocyanides: formation of pyrazino[1,2-a:4,5-a']diindoles and indigo diarylimines

Autor: Jan C. A. Boeyens, Leanne M. Cook, David H. Reid, Manuel A. Fernandes, Yunxiang Ding
Rok vydání: 2003
Předmět:
Zdroj: Organicbiomolecular chemistry. 1(12)
ISSN: 1477-0520
Popis: The aryl isocyanides 1-4 are converted at 150 degrees C into the hexameric pyrazino[1,2-a:4,5-a']diindoles 15-19. 4-Fluorophenyl isocyanide, when heated at 135 degrees C, gave the hexamer 19 and the tetrameric indigo di-arylimine 9, and when kept at ambient temperature gave mainly the tetramer 9 in low yield. The structures of the hexamer 19 and the tetramer 9 were established by X-ray crystallography. Mechanisms are proposed for the oligomerisation reactions.
Databáze: OpenAIRE