Catalytic arylations with challenging substrates: From air-stable HASPO preligands to indole syntheses and C-H-bond functionalizations

The development of novel ligands and their applications to transition-metal catalysis performed in our laboratory are summarized. These studies include the use of air-stable, modular heteroatom-substituted secondary phosphine oxides (HASPO) in cross-coupling reactions of challenging substrates, such as aryl and vinyl chlorides, fluorides, and tosylates. 1 Introduction 2 Aryl Chlorides for Efficient Indole Syntheses 2.1 Hydroamination-Heck Reaction Sequence for Regioselective Indole Syntheses with 2-Chloroanilines 2.2 2-Alkynylchloroarenes for Efficient Indole Syntheses 2.3 Multicomponent Indole Synthesis 3 Air-Stable Heteroatom-Substituted Secondary Phosphine Oxide (HASPO) Preligands 3.1 Introduction 3.2 Diaminooxophosphine (daop) Ligands 3.3 Diaminochlorophosphine Preligand 3.4 Heteroatom-Substituted Secondary Phosphine Oxides (HASPO) 4 C-H-Bond Functionalization 4.1 Introduction 4.2 Intermolecular Direct Arylation Reactions via C-H-Bond Functionalization with Chlorides 4.3 Intermolecular Direct Arylation Reactions via C-H-Bond Functionalization with Tosylates 5 Summary