Journal of Organic Chemistry p. 2048 - 2060 (2019)
Update date:2022-08-25
Topics:
Carral-Menoyo, Asier
Misol, Alexander
Gómez-Redondo, Marcos
Sotomayor, Nuria
Lete, Esther
The intramolecular Pd(II)-catalyzed alkenylation of aryl homoallyl ethers constitutes a mild, versatile, and efficient procedure for the synthesis of highly and diversely substituted chromanes and 2H-chromenes. The use of p-TsOH as an additive allows more efficient reactions that could be carried out a room temperature in most cases. The procedure has a wide scope, allowing the synthesis of alkylidenechromanes and 2H-chromenes substituted at C-2 or C-3 of the chromene moiety, thus accessing relevant flavenes and isoflavenes, and even coumarins, in high yields (59 to 91%, 32 examples).
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