Abstract
AbstractGeneral, clean, and sustainable Suzuki‐Miyaura cross‐couplings of 2‐and 4‐quinoline and isoquinoline systems have been demonstrated with use of π‐allyl Pd catalyst in the nanomicelles of environmentally benign, proline‐derived surfactant FI‐750‐M. Optimized reaction conditions mostly provided good‐to‐excellent yields up to gram‐scale with high selectivity and functional group tolerance. Control studies revealed the long‐term stability of the catalyst in FI‐750‐M. Both the catalyst and micellar reaction medium have been recycled. The behavior of the nanomicelles has been elucidated with DLS and cryo‐TEM measurements, and mechanistic investigations have revealed the reversible binding of quinoline nitrogen with palladium that competitively inhibits reaction rate.
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