Approaches to the generation of 2,3-indolyne

Approaches to the generation of 2,3-indolyne
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2,3-吲哚啉的生成方法

DOI:
10.3987/com-92-6105
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发表时间:
1992
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
S. C. Conway
S. C. Conway
中科院分区:
--
文献类型:
--
作者:
G. Gribble;S. C. Conway

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本文描述了用不同的方法从2-锂-3-溴-1-苯基磺酰吲哚(9)和2-锂-3-碘-1-苯基磺酰吲哚(12)中生成和捕获1-苯基磺酰-2,3-吲哚(4)的几次不成功的尝试。9和12在消除方面的显著稳定性与先前观察到的2-锂-3-溴-苯并[b]呋喃和其他邻金属化卤化五元环杂环的稳定性相似
Several unsuccessful attempts to generate and trap 1 -phenylsulfonyl-2,3-indolyne (4) from 2-lithio-3-bromo-1-phenylsulfonylindole (9) and 2-lithio-3-iodo-1-phenylsulfonylindole (12), generated by different methods, are described. The remarkable stability of 9 and 12 towards elimination parallels previous observations involving the stability of 2-lithio-3-bromo- benzo[b]furan and other ortho-metalated halogenated five-membered ring heterocycles