The reaction of 3-amino-5-oxa-2-thia-cyclopenta[a]naphthalene-4-one 2b with substituted acetylenes afforded C-1 alkylation products. On the other hand, reaction of 17-amino-15-methyl-11-oxa-16-thiacyclopenta[a]phenanthrene-12-one 5 with substituted acetylenes and electron-poor olefins afforded the condensed thienopyridine derivatives 7 and 11a–c. The reaction of 5 with acrylonitrile and with 4-phenyl-1
3-amino-5-oxa-2-thia-cyclopenta[a]naphthalene-4-one 2b 与取代的
乙炔反应得到 C-1 烷基化产物。另一方面,17-
氨基-15-甲基-11-氧杂-16-thiacyclopenta[a]phenanthrene-12-one 5 与取代的
乙炔和缺电子烯烃反应得到缩合的
噻吩并
吡啶衍生物 7 和 11a-c。5 与
丙烯腈和
4-苯基-1,2,4-三唑啉-3,5-二酮反应得到化合物 13 和 21,通过预期的 [4 + 2] 环加成顺序失去
H2S。© 2004 Wiley Periodicals, Inc. 杂原子
化学 15:502–507, 2004; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20047