Effect of remote trigonal carbons on the kinetics of Bergman cyclization: Synthesis and chemical reactivity of pyridazinedione-based enediynes

A Basak, SS Bag, PA Majumder, AK Das…

Index: Basak, Amit; Bag, Subhendu Sekhar; Majumder, Pooja Anjali; Das, Amit Kumar; Bertolasi, Valerio Journal of Organic Chemistry, 2004 , vol. 69, # 20 p. 6927 - 6930

Full Text: HTML

Citation Number: 15

Abstract

The synthesis and chemical reactivity of pyridazinedione-based enediynes (1, 2) are described. Both of these enediynes, namely the dihydro compound 1 and its corresponding tetrahydro analogue 2, were prepared by double N, O-alkylation of the corresponding heterocyclic system with the acyclic enediynyl dibromide 8 in good yields. Their single- crystal X-ray structures revealed similar c, d distances (distance between the acetylenic ...