0 Hits

  • Previous / Next

You are using Science Of Synthesis as a Guest.
Please login or sign up for a free trial to access the full content. Variation 2: With 3-Chloroperoxybenzoic Acid

DOI: 10.1055/sos-SD-021-00092

Cook, G. R.Science of Synthesis, (200521113.

Oxidation of aldimines 8 to N,N-disubstituted formamides 9 is best carried out using 3-chloroperoxybenzoic acid as the oxidant (Scheme 4).[‌6‌] Both yield and substrate scope are improved compared to the sodium perborate method (Section In some cases, hydride migration competes with aryl migration to afford the N-substituted amide derivative 10.

Meeeee 8 8-Meeeeeeeeeeeeeeeeee Meee Meeeeeeee ee Meeeeeeee[‌8‌]

Meeeeeeeeee 8

Me8 Me8 Meeee (%) Mee
8 88
Me Me 88 8 [‌8‌]
8-Mee Me 88 8 [‌8‌]
8-MeMM8M8 Me 88 8 [‌8‌]
Me 8-MeM8M8 88 8 [‌8‌]
8-MeM8M8 Me 88 8 [‌8‌]
Me 8-MeMM8M8 88 88 [‌8‌]
8-MeMM8M8 8-MeMM8M8 88 88 [‌8‌]

Meeeeeeeeeee Meeeeeeee

Meeeeeeeeeeeeeeee (8, Me8=Me8=Me); Meeeeee Meeeeeeee:[‌8‌]

Me e eeee ee eeeeeeee 8 (Me8=Me8=Me; 8.8eeee) ee eeeee MMMe8 (88eM) eeee eeeee 88% MMMMM (8.8eeee) ee eeeee MMMe8 (88eM) eee MM8MMe8 (8.8eeee), ee 8°M. Mee eeeeeeeee eeeeeee eee eeeeeee eee 8e ee ee. Mee eeeeeee eee eeeeeee eeee MMMe8 (88eM) eee eeeeee eeee eee. ee Me8MM8 (8×88eM). Mee eeeeeee eeeee eee eeeee (MeMM8) eee eeeeeeeeeeee ee eeeeee eeeeeeeeeee. Mee eeeeeee eee eeeeeeee ee eeeee eeeeee eeeeeeeeeeeeee (MeMMe/eeeeee); eeeee: 88%.