Cyclofunctionalization of olefinic urethanes and ureas with halogens. Synthesis of 1-substituted spiro [piperidine-4, 4'(3'H)-quinazolin]-2'(1'H)-one derivatives.

H TAKAI, H OBASE, M TERANISHI

Index: Takai, Haruki; Obase, Hiroyuki; Teranishi, Masayuki Chemical & Pharmaceutical Bulletin, 1988 ,  vol. 36,  # 12  p. 4659 - 4670

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Citation Number: 2

Abstract

The cyclization reaction of 4-(2-carbamoylaminopheny1)-1, 2, 5, 6-tetrahydropyridine derivatives (9) and a4-(2-methoxycarbonylaminophenyl)-1, 2, 5, 6-tetrahydropyridine derivative (4) with halogen was investigated. Treatment of the former (9) with bromine or N- chlorosuccinirriide (NCS) under acidic conditions gave the corresponding 3'-halogeno-2- amino-spiro [4H-3, 1-benzoxazine-4, 4'-piperidine] derivatives (11) and with iodine under ...