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Review | Regular issue | Vol 27, No. 9, 1988, pp.2251-2288
Published online, 1st January, 1970
DOI: 10.3987/REV-88-395
Synthesis of [2.2.3]Cyclazines, Aza[2.2.3]cyclazines and Their Related Compounds

Yoshinori Tominaga,* Yoshihide Shiroshita, and Akira Hosomi*

*Center of Instrumental Analysis, Nagasaki University, 1-14, Bunkyo-machi, Nagasaki 852-8521, Japan

Abstract

Recent developments in the synthesis of [2.2.3]-cyclazines, benzo[g][2.2.3]cyclazines, benzo[a][2.2.3]cyclazines, dibenzo[a,h][2.2.3]cyclazines, dibenzo[a,g][2.2.3]cyclazines, 1-aza[2.2.3]cyclazines, 5-aza[2.2.3]cyclazines, and 1-azabenzo[h][2.2.3]cyclazines by the [8 + 2] cycloaddition reaction of dimethyl acetylenedicarboxylate (DMAD) with the various type indolizines are summarized by major emphasis that is placed on the results obtained in our own laboratory. The synthesis of indolizines, imidazo[1,2-a]pyridine, and their related compounds which are key intermediates for the synthesis of cyclazines is also described.