4.8 Article

Mild and Efficient One-Pot Synthesis of 2-(Perfluoroalkyl)indoles by Means of Sequential Michael-Type Addition and Pd(II)-Catalyzed Cross-Dehydrogenative Coupling (CDC) Reaction

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卷 17, 期 13, 页码 3283-3285

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b01479

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  1. National Natural Science Foundation of China [21272152]
  2. Yang Fan Program of Shanghai Municipal Science and Technology Commission [15YE1404200]

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2-Perfluoroalkylated indoles were efficiently synthesized via a one-pot cascade Michael-type addition/palladium-catalyzed intramolecular cross-dehydrogenative coupling (CDC) process, using molecular oxygen as the sole oxidant at 100 degrees C in DMSO. This process allows atom economical assembly of indole rings from inexpensive and readily available anilines and methyl perfluoroalk-2-ynoates and tolerates a broad range of functional groups.

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