Synthesis of Pyrrole Derivatives from 5, 6-Dihydro-4H-1, 2-oxazines via Reductive Deoxygenation by Use of Fe 3 (CO) 12

S Nakanishi, Y Otsuji, K Itoh, N Hayashi

Index: Nakanishi, Saburo; Otsuji, Yoshio; Itoh, Keiji; Hayashi, Nobuaki Bulletin of the Chemical Society of Japan, 1990 , vol. 63, # 12 p. 3595 - 3600

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Citation Number: 25

Abstract

α-Bromooximes such as α-bromoacetophenone oxime and ethyl 3-bromo-2-(hydroxyimino) propanoate react with enamines to give 5, 6-dihydro-4H-1, 2-oxazines in good yields. Dihydro-1, 2-oxazine derivatives are also obtained by the reaction of α-bromooximes with vinyl ethers and silyl enol ethers in the presence of Na 2 CO 3. Dihydro-1, 2-oxazines can be converted into pyrrole derivatives via reductive deoxygenation by treating with Fe 3 (CO) ...