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A series of P,O-type indolylphosphine ligands with different substituted variants have been synthesized by a simple one-pot protocol from readily available and inexpensive materials. These ligands show "substituent effect" with respected to the efficacy in promoting palladium-catalyzed Suzuki-Miyaura cross-coupling of aryl chlorides. This new Pd/L1 catalyst system particularly allows the catalyst loading reaching the level of 0.01 mol% Pd.doi:10.6023/cjoc202005069 fatcat:nopumwtjezcxxnjjdmdg4vahmi