Copper‐Catalyzed Alkylarylation of Unactivated Alkenes: Synthesis of 3‐Alkyl Indolines from N ‐Allyl Anilines and Alkanes

2019 
: A rare example of C(sp3 )-H functionalization of simple alkanes with unactivated alkenes is presented. In the presence of a copper salt and di-tert-butyl peroxide (DTBP), N-allyl anilines underwent exo-selective alkylation/cyclization cascade with unactivated alkenic bonds as radical acceptors and simple alkanes as radical precursors, providing a direct access to 3-alkyl indolines. The present protocol features simple operation, broad substrate scope and great exo selectivity.
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