Total Synthesis of (±)-Integerrines B–F via Bismuth-Catalyzed Oxidative Homo- and Cross-Couplings of 3-Hydroxycarbazoles

Key Points

• The aim is to achieve the total synthesis of integerrines B–F using a new catalytic method.
• Bismuth-catalyzed oxidative homo- and cross-couplings of 3-hydroxycarbazoles were performed.
• Yields of 30–65% were achieved over 1–6 steps.
• m-chloroperbenzoic acid was used as a reagent in the coupling reactions.
• Total synthesis of (±)-integerrine B was completed successfully.
• First total synthesis of (±)-integerrines C–F was achieved with significant yields.
• This methodology opens avenues for future asymmetric syntheses and applications in biaryl natural products.