Isoquinolines synthesis from oximes

Shi, Z. Koester, D. C. Boultadakis-Arapinis, M. Glorius, F. Rh(lll)-Catalyzed synthesis of multisubstituted isoquinoline and pyridine (N-oxides from oximes and diazocompounds. J. Am. Chem. Soc. 2013, 135, 12204-12207. 

Using [Cp RhCl2]2 and metal acetates as the potential catalyst system, a synthetic protocol of isoquinolines from aryl ke-toximes and internal alkynes was developed (eq 12). 7.l The transformation involved a redox-neutral process and demonstrated wide substrate tolerance with oximes and alkynes. Pyridines were synthesized from o , -unsaturated ketoximes and alkynes by the same way via the vinylic C-H bond activation. However, these methods allowed for the use of only nitrogen lone pair to adapt the syn-conformation with respect to the aryl group for selective or-tiio C-H bond activation. To complement this drawback, the [Cp RhCl2]2-Cu(OAc)2 bimetallic system was used for the synthesis of isoquinolines from both anti- and -isomers of aryl ketone O-acetyl oximes with internal alkynes (eq 13). ... 

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