The Journal of Organic Chemistry

Synthesis and some reactions of 5-aryl-3, 4-dihydro-2H-1, 6-benzoxazocine and 5-aryl-3, 4-dihydro-2H-1, 6-benzothiazocines

JB Press, NH Eudy

Index: Press, Jeffery B.; Eudy, Nancy H. Journal of Organic Chemistry, 1984 , vol. 49, # 1 p. 116 - 122

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Citation Number: 5

Abstract

Benzothiazocine lb is most expediently prepared using a two-step procedure wherein amino ketone 5b is isolated; condensation of the mercaptide anion of 2 (preformed from 2 using sodium methoxide) with chloro ketone 3 gives 5b in excellent yield. Subsequent ring closure is accomplished by acid catalysis and azeotropic removal of water. Additional derivatives la, ce are prepared similarly. Structure assignment of 1 via-&-vis 4 is ambiguous using ...