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Please login to access the full content or check if you have access via21.1.4.1.3.2 Variation 2: With 3-Chloroperoxybenzoic Acid
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Cook, G. R., Science of Synthesis, (2005) 21, 113.
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 21.1.4.1.3.1). 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]
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; 8.8 eeee) ee eeeee MMMe8 (88 eM) eeee eeeee 88% MMMMM (8.8 eeee) ee eeeee MMMe8 (88 eM) eee MM8•MMe8 (8.8 eeee), ee 8°M. Mee eeeeeeeee eeeeeee eee eeeeeee eee 8 e ee ee. Mee eeeeeee eee eeeeeee eeee MMMe8 (88 eM) eee eeeeee eeee eee. ee Me8MM8 (8 × 88 eM). Mee eeeeeee eeeee eee eeeee (MeMM8) eee eeeeeeeeeeee ee eeeeee eeeeeeeeeee. Mee eeeeeee eee eeeeeeee ee eeeee eeeeee eeeeeeeeeeeeee (MeMMe/eeeeee); eeeee: 88%.
References
[6] | Me, M.; Mee, M.; Mee, M. M.; Meee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 88/8, 888.
- 8.Meeeee-Meee, (8888) M 88e8, 888.
- 8.Meeeee-Meee, (8888) M 88e8, 888.
- 8.Meeeee-Meee, (8888) M 88e8, 888.