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Syntheses of oxazolo[4,5‐c]pyridine and 6‐azaindole
Authors:Freddy Tjosaas  Ivar Broendbo Kjerstad  Anne Fiksdahl
Institution:Department of Chemistry, Norwegian University of Science and Technology, NTNU N‐7491 Trondheim, Norway
Abstract: chemical structure image The preparation of oxazolo4,5‐c]pyridine and 6‐azaindole from 4‐bromo‐3‐pivaloylaminopyridine ( 8 ) is reported. The oxazolopyridine 2‐tert‐butyl‐oxazolo4,5‐c]pyridine ( 9 ) was successfully prepared from 8 in 78% yield by a new base/TBAB promoted non‐catalyzed microwave cyclisation strategy (10 min) or, alternatively, in 54% yield by conventional heating (48 hrs) and CuI catalysis. The 6‐azaindole 2‐phenyl‐1‐(trimethylacetyl)‐6‐azaindole ( 13 ) was prepared from 8 in a two step procedure, including a Sonogashira coupling reaction.
Keywords:
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