The pschorr cyclization of aromatic amines with t-butyl thionitrate in nonaqueous media.

S Oae, K Iida, K Shinhama, T Takata

Index: Oae, Shigeru; Iida, Kazuyuki; Shinhama, Koichi; Takata, Toshikazu Bulletin of the Chemical Society of Japan, 1981 , vol. 54, # 8 p. 2374 - 2378

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Citation Number: 20

Abstract

The Pschorr cyclization of various arylamines with t-butyl thionitrate under nonaqueous conditions gave the, corresponding cyclic products in moderate yields. The same reaction was also found to proceed readily with p-toluenesulfonyl nitrite at room temperature. Treatment of o-aminophenyl allyl ether or sulfide with t-butyl thionitrate resulted in the intramolecular Meerwein arylation to the olefinic bond affording 3-chlorochroman or- ...

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