While cross-coupling approaches have become essential tools for organic synthesis, the need for pre-formed carbon nucleophiles and the difficulty in forming Csp3-Csp2 bonds remain outstanding challenges. During the past decade, we have explored an alternative approach, nickel-catalyzed cross-electrophile coupling of Csp3 electrophiles with Csp2 electrophiles. While remarkable gains have been made, and these methods have been quickly adopted, many possible reactions have yet to be realized. This presentation will disclose our latest results, both in developing an understanding of the mechanism of these reactions and in developing new reactions to form functionalized products from unreactive or unusual electrophiles, such as N-hydroxyphthalimide esters, aryl chlorides, alkyl chlorides, and carbonyls.

Cross-electrophile coupling to form Csp3-Csp2bonds

2019 Fall National Meeting

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