A short new azulene synthesis

LT Scott, MA Minton, MA Kirms

Index: Scott, Lawrence T.; Minton, Mark A.; Kirms, Mark A. Journal of the American Chemical Society, 1980 , vol. 102, # 20 p. 6311 - 6314

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Citation Number: 56

Abstract

Abstract: A short new azulene synthesis, requiring no dehydrogenation step, has been developed (Scheme I). Intramolecular carbene addition creates the bicyclic ring system of azulene with a high degree of unsaturation and versatile functionality in a single step from a simple benzene derivative. The synthesis is particularly amenable to preparation of specific I3C-and 2H-labeled azulenes.

~49%

~21%

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