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3-Acetylindole reacts regioselectively with NO 2 BF 4 in the presence of SnCl 4 to produce 3-acetyl-5-nitroindole or 3-acetyl-6-nitroindole, depending on the temperature, both in excellent yields.
The benzenesulfonylation, acetylation, methylation and benzylation at the 1 position of indole and its derivatives with bases such as NaOH, KOH and NEt 3 are presented. By using weaker bases than the traditional ones (BuLi, NaNH 2 , etc.), the process is simpler, more general and leads to the products in 80-100% yields. The chemoselectivity in compounds bearing more than one nitrogen...
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