A practical Cu(I)-catalyzed domino approach to 1,2-disubstituted indoles and its application for the assembly of indolophenanthridines

2015 ARKIVOC  
A facile and efficient approach to 1,2-disubstituted indoles has been developed using a novel Cu(I)-catalyzed cascade coupling/cyclization reaction of 2-alkynylanilines with aryl iodides. Facilitated by CuI/t-BuOK without any ligand or CuI/Cs 2 CO 3 /1,10-phenanthroline, a variety of 1,2-disubstituted indoles were conveniently generated in one pot with good to excellent yields. Furthermore, a series of indolo[1,2-f]phenanthridines were successfully assembled from the tandem reactions of
more » ... lanilines with o-dihaloarenes through copper-catalyzed coupling / cyclization followed by palladium-catalyzed intramolecular direct C(sp 2 )-H arylation.
doi:10.3998/ark.5550190.p009.387 fatcat:x7kmvkm3cvctdl5tqkdyqj34pa