Bartoli Indole Synthesis

G. Bartoli et al., Tetrahedron Lett. 30, 2129 (1989).

One-step reaction of ortho-substituted nitroarenes with vinyl Grignard reagents to yield 7-substituted indoles:

Mechanistic studies: M. Bosco et al., J. Chem. Soc. Perkin Trans. 2 1991, 657. Improved protocols: A. Dobbs, J. Org. Chem. 66, 638 (2001); M. C. Pirrung et al., Synlett 2002, 143. Indole synthesis on solid supports: K. Knepper, S. Bräse, Org. Lett. 5, 2829 (2003). Review: R. Dalpozzo, G. Bartoli, Curr. Org. Synth. 9, 163-178 (2005).