Hayashi Kazuhiko, Ikee Yoshifumi, Goto Satoru, Shiro Motoo, Nagao Yoshimitsu
Faculty of Pharmaceutical Sciences, The University of Tokushima, Sho-machi, Tokushima 770-8585, Japan.
Chem Pharm Bull (Tokyo). 2004 Jan;52(1):89-94. doi: 10.1248/cpb.52.89.
The effective formation of 1-azabicyclo[1.1.0]butane (2) by treatment of 2,3-dibromopropylamine hydrobromide (1) with n-BuLi could be understood considering a rational reaction pathway via both transition states 10 and 19 based on the intramolecular Br...Li(+) coordination. A similar cyclization pathway starting from N-benzyl-3-bromopropylamine hydrochloride (17) to afford N-benzylazetidine (18) could also be postulated on the basis of a transition state 20 involving the intramolecular Br...Li(+) coordination.
通过用正丁基锂处理氢溴酸2,3 - 二溴丙胺（1）有效形成1 - 氮杂双环[1.1.0]丁烷（2），这可以基于分子内Br...Li(+)配位，通过过渡态10和19的合理反应途径来理解。基于涉及分子内Br...Li(+)配位的过渡态20，也可以推测出从盐酸N - 苄基 - 3 - 溴丙胺（17）开始生成N - 苄基氮杂环丁烷（18）的类似环化途径。
