Utilizing Ni-Catalyzed Cross-Coupling as a Reversed Strategy for Homogeneous Deprotection of Benzyl Ethers in Batch and Flow
Caleb E. Griesbach, Jean‐Nicolas Desrosiers, Liam S. Sharninghausen, Teresa W. Makowski, Steven M. Guinness, Ethan Wood, Chase A. Salazar, Caleb J. Kong, Jenson Verghese · Organic Process Research & Development · 2023
A Ni-catalyzed cross-coupling is utilized as a reversed strategy for the homogeneous deprotection of benzyl ethers. The reaction is accelerated in batch using microwave heating or in flow using superheating in a plug flow reactor to achieve the desired (hetero)aromatic alcohols bearing heterocycles, alkenes, and ethers within 1 h. This work highlights an alternative debenzylation strategy in flow for cases where hydrogenation using heterogeneous catalysts is not a viable option.