Rapid access to arylated- and allylated cyclopropanes via Brønsted acid-catalyzed dehydrative coupling of cyclopropyl-carbinols Naveen Yadav, Jabir Khan, Aparna Tyagi, Sanjay Singh, Dr. Chinmoy Kumar Hazra Indian Institute of Technology Delhi, India A regioselective protocol for the synthesis of cyclopropyl derivatives that relies on Brookhart acid-catalyzed dehydrative coupling over substituted cyclopropylcarbinols without rearrangement is reported herein. The reactions proceed promptly at 25 °C with only 2.0 mol % catalyst loading and produce the cyclopropyl derivatives in excellent yields. This method is well tolerated with a vast range of cyclopropylcarbinols, including aliphatic cyclopropylcarbinols, where no elimination product was obtained, demonstrating the protocol’s utility. Further, the Hammett correlation suggested the formation of a cyclopropylcarbinyl cation followed by a coupling reaction. An extremely effective gram-scale reaction has also been demonstrated with a high turnover number. References 1. Kranz, D. P.; Chiha, S.; Greffen, A. M. Z.; Neud rfl, J.-M. Org.Lett . 2012 , 14 , 3692– 3695. 2. Li, J.; Xi, W.; Zhong, R.; Yang, J.; Wang, L.; Ding, H.; Wang, Z Chem.Commun . 2021 , 57 , 1050– 1053. 3. Kranz, D. P.; Chiha, S.; Greffen, A. M. Z.; Neudö rfl, J.-M. Org.Lett. 2012 , 14 , 3692–3695. 4. Li, P.-F.; Yi, C.-B.; Qu, J. Org.Biomol. Chem. 2015 , 13 , 5012–5021.
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