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2005
Indole derivatives
R 0140
Tandem Functionalization of Nonactivated Alkenes and Alkynes in IntramolecuN-Acyloxyiminium Ion Carbocyclization. Synthesis of 6-Substituted Hydroin14- 121 lar
dole 2-Carboxylic Acids. — The title reaction is presented for substrates (I) and (VIII)
and proceeds within a few minutes in the presence of BF3·OEt2. Various arenes provide
the required indoles mostly as an ortho-/para-mixture concerning the aryl part. With
SnCl4 or SnBr4 6-halo derivatives are obtained, which can be further applied in the
Suzuki—Miyaura, Heck, and Stille couplings or transformed to azides and acetates.
— (HANESSIAN*, S.; TREMBLAY, M.; Org. Lett. 6 (2004) 25, 4683-4686; Dep.
Chem., Univ. Montreal, Montreal, Que. H3C 3J7, Can.; Eng.) — Steudel
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