Nitrogen substituted cyclic enediynes: synthesis, thermal reactivity and complexation with metal ions

A Basak, JC Shain, UK Khamrai, KR Rudra…

Index: Basak, Amit; Shain, Jagadish Chandra; Khamrai, Uttam Kumar; Rudra, Kakali Rani; Basak, Ajoy Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 12 p. 1955 - 1964

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Citation Number: 55

Abstract

A number of N-substituted cyclic enediynes (azaenediynes) have been synthesized via Pd (0)-catalysed ene–yne coupling followed by N-alkylation. The simplest of them, a 10- membered monocyclic enediyne 1, underwent Bergman cyclization (BC) at 23° C with a half- life of 72 h. The kinetics of BC slowed down considerably by fusing a benzene ring onto the enediyne. Several novel bis (azaenediyne) s and bis (diazaenediyne) s 3–6 have been ...