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Reactions of 1,3-Dibromo-1,1-difluoro Compounds with 1,8-Diazabicyclo[5.4.0]undec-7-ene.
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 1996 Sep 6
Elsheimer, Seth, Foti, Christopher J., Bartberger, Michael D.

Difluorodienes result from the double dehydrobromination of 4-aryl-1,3-dibromo-1,1-difluorobutanes with DBU. Attempted syntheses of analogous 4-alkyl or 4-alkoxy dienes yield monoelimination products under mild conditions and unexpected trifluoro compounds under more vigorous conditions. 4-Aryl-1,1-difluoro-1,3-butadienes react rapidly with 4-phenyl-1,2,4-triazoline-3,5-dione in Diels-Alder reactions, but these dienes are unreactive toward several other electron-deficient and electron-rich dienophiles.

中文翻译:

1,3-二溴-1,1-二氟化合物与1,8-二氮杂双环[5.4.0]十一碳-7-烯的反应。

二氟二烯是由DBU对4-芳基-1,3-二溴-1,1-二氟丁烷进行双脱氢溴化反应制得的。尝试合成类似的4-烷基或4-烷氧基二烯在温和条件下产生单消除产物,在更剧烈条件下产生意想不到的三氟化合物。在Diels-Alder反应中,4-芳基-1,1-二氟-1,3-丁二烯与4-苯基-1,2,4-三唑啉-3,5-二酮迅速反应,但这些二烯与其他几个电子没有反应缺陷和富电子的亲二烯体。
更新日期:2017-01-31
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