Skip to main content

View full-text article in PMC

. Author manuscript; available in PMC: 2009 Aug 3.

Published in final edited form as: J Org Chem. 2008 Oct 21;73(22):8780–8784. doi: 10.1021/jo8015067

Table 1.

Conditions for α-Keto-Imide Formation.


entry	conditions	yield [%]^a
1	*DMDO, acetone, rt, 2.5 h*	*86%*
2	1) O₃, CH₂Cl₂, −78 °C to rt, 2 h; 2) DMS	70%
3	m-CPBA, CH₂Cl₂, rt, 2.5 h	trace
4	*RuO₂•H₂O, NaIO₄ CH₂Cl₂, CH₃CN, H₂O, rt, 4 h*	*96%*
5	*RuCl₃•H₂O, NaIO₄, CH₂Cl₂, CH₃CN, H₂O, rt, 4 h*	*99%*
6	I₂, DMSO, 150°C, 1 h	nd^b
7	CuCl₂, DMSO, 150°C, 24 h	nd

^a

Isolated yields.

^b

Not detected.