A DIRECT LITHIATION ROUTE TO 2-ACYL-1-(PHENYLSULFONYL)INDOLES

ABSTRACT

2-Acyl-1-(phenylsulfonyl)indoles (3, 7–9) are prepared in 75–84% yield from 1-(phenylsulfonyl)indoles (1, 5) in one operation by treatment of the latter with s-butyllithium followed by inverse quenching of the C-2 lithioindoles with carboxylic acid anhydrides (6).

Keywords:

• 2-Acylindoles
• 2-Lithioindoles
• Acylation
• Lithiation
• Carboxylic acid anhydrides

ACKNOWLEDGMENTS

This investigation was supported by the National Institutes of Health (GM58601), for which support we are grateful.