Pd-Catalyzed Chemodivergent Synthesis of 1-Indanones via Diethyl Zinc-Mediated Precise Switching of Umpolung Reactivity

Abstract

Herein, we unveiled an efficient intramolecular umpolung chemodivergent cascade route for synthesizing 1-indanones via precisely switching the umpolung reactivity between the α-diketone and π-allyl Pd complex. This successful merging of chemodivergent and umpolung strategies is accomplished by employing a Pd catalyst and Et 2 Zn, which provides a broad array of 1indanones with good yield and selectivity. The salient feature involves the amphiphilic behaviors of both α-diketone and allyl functionality in two engineered mild reaction conditions. Furthermore, scale up synthesis and postsynthetic transformations amplify the significance of the current protocol. Additionally, we have achieved the diastereomers of both ether and alcohol derivatives of 1indanone efficiently via synthetic transformation.