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Direct Palladium-Catalyzed C-2 and C-3 Arylation of Indoles: A Mechanistic Rationale for Regioselectivity [ J. Am. Chem. Soc . 2005 , 127 , 8050−8057].

✍ Scribed by Lane, Benjamin S.; Brown, Meghann A.; Sames, Dalibor


Book ID
120216678
Publisher
American Chemical Society
Year
2007
Tongue
English
Weight
10 KB
Volume
129
Category
Article
ISSN
0002-7863

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Direct Palladium-Catalyzed C-2 and C-3 A
✍ Lane, Benjamin S.; Brown, Meghann A.; Sames, Dalibor 📂 Article 📅 2005 🏛 American Chemical Society 🌐 English ⚖ 256 KB

We have recently developed palladium-catalyzed methods for direct arylation of indoles (and other azoles) wherein high C-2 selectivity was observed for both free (NH)-indole and (NR)-indole. To provide a rationale for the observed selectivity ("nonelectrophilic" regioselectivity), mechanistic studie