Rhodium(III)-Catalyzed Direct Coupling of Arylphosphine Derivatives with Heterobicyclic Alkenes: A Concise Route to Biarylphosphines and Dibenzophosphole Derivatives
Rhodium(III)-Catalyzed Direct Coupling of Arylphosphine Derivatives with Heterobicyclic Alkenes: A Concise Route to Biarylphosphines and Dibenzophosphole Derivatives
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DOI：
10.1021/acscatal.5b01896
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发表时间：
2015-10
期刊：
影响因子：
12.9
通讯作者：
Yuto Unoh;T. Satoh;K. Hirano;M. Miura
中科院分区：
文献类型：
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作者：
Yuto Unoh;T. Satoh;K. Hirano;M. Miura
氧化还原中性的芳基氧化膦与杂双环烯烃的直接偶联在铑（III）催化下顺利进行，包括加氢芳基化，然后脱水芳构化，形成联芳基氧化膦。相关的苯基次膦酸酯和苯基膦酸酯以及苯基硫化膦也进行邻位芳基化偶联。此外，苯基硫代膦酰胺可以通过铑催化的偶联与杂双环烯烃和连续的分子内磷酰-Friedel-Crafts反应以一锅法转化为稠合的二苯并磷杂环戊烯衍生物。
The redox-neutral direct coupling of arylphosphine oxides with heterobicyclic alkenes proceeds smoothly under rhodium(III) catalysis involving hydroarylation followed by dehydrative aromatization to form biarylphosphine oxides. Related phenylphosphinic and phenylphosphonic esters as well as phenylphosphine sulfides also undergo ortho-arylative coupling. Furthermore, phenylphosphinothioic amides can be transformed to fused dibenzophosphole derivatives through rhodium-catalyzed coupling with heterobicyclic alkenes and successive intramolecular phospha-Friedel–Crafts reaction in a one-pot manner.