A General Minisci-Type Alkylation with Organoboron Derivatives Assisted by Catechol

This manuscript describes a general strategy for the easily scale-up alkylation of heterocycles with a wide variety of boronic acids, boronates, and trifluoroborate salts under low-cost and simple conditions without using any transition-metal or organo-photocatalysts. The key additive of catechol plays an important role in this method which in-situ activated a variety of boron-base species to alkylboronic esters (R-BCat) with a low oxidation potential. The transformation is distinguished by a broad scope, such as drug molecules and natural products. Furthermore, the methodology proves easily scalable under standard batch conditions, enhancing its practicality and accessibility. We proposed a Minisci-type strategy for the alkylation of heterocycles with a variety of boron species under low cost and easily scale-up conditions without the use of transition-metal or organo-catalysts. The extension of this strategy to other systems will provide green approaches for the post-modifications of drug molecules and complex natural products. image