Synthesis

Synthesis of Benzoxazines, Quinazolines and 4H-Benzo [e][1, 3] thiazine by ANRORC Rearrangements of 1, 2, 4-Oxadiazoles

B Draghici, BEDM El-Gendy, AR Katritzky

文献索引：Draghici, Bogdan; El-Gendy, Bahaa El-Dien M.; Katritzky, Alan R. Synthesis, 2012 , vol. 44, # 4 p. 547 - 550

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被引用次数: 3

摘要

It is known that n-butyllithium adds to C-5 of a 1,2,4-oxadiazole ring (the most electrophilic site) initiating a cascade of ring opening/ring closing rearrangements (ANRORC type). [6] We have now studied two-step rearrangements of 1,2,4-oxadiazoles using n-butyllithium (2 to 4 equiv) as an external nucleophile, and potential O, S, and N nucleophiles attached to position-5. We also examined the behavior of the 1,2,4-oxadiazole ring in the presence of ...