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Please login to access the full content or check if you have access via Method 4: Beckmann Rearrangement from Oximes

DOI: 10.1055/sos-SD-021-00115

Judd, W. R.; Katz, C. E.; Aubé, J.Science of Synthesis, (200521156.

The Beckmann rearrangement, which involves the conversion of oximes into amides or lactams in the presence of an acid or acylating agent, was discovered in 1886 and is thus one of the oldest reactions in organic synthesis (Scheme 29).[‌61‌,‌62‌] It remains a widely used method for the introduction of nitrogen into organic molecules.

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Meeeeeeeeee 88

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88% ee M8MM8 88 88 [‌88‌]
MMe, Me8M 8 88 [‌88‌]

Mee Meeeeeee eeeeeeeeeeeee eee eeee ee eeeeeeeee ee eeeee eeeeeee (Meeeee 88).[‌88‌] Me eeee eeeeee, eeeee eeeeeeeeee 88 eee eeeeeeeeeee ee eeeeeeeeeeeeeeeeeeeeeeee eeeee. Meeeeeeeee eeeeeeeee ee eee eeeeeeeeeee eeeeeeeeee 88 eeee eeeeeeeeeeeeeee eeee eeeeeee eee Meeeeeee eeeeeeeeeeeee eeee eeeeeeeeeeee eeeeeee ee eee eeeeeeeee eeeeee 88 eeee eee eeeee. Mee eeeeeee eeeeeeee eeeeeee eee eeeeee ee eeee eeeeee eee eeee eeeeeeee.

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8-Meeeeeeeeeeeee-8-eee (88); Meeeeee Meeeeeeee:[‌88‌]

MeMe (8.88e, 88eeee) eee eeeee ee e eeee ee eee eeeee 88 (8e, 88eeee) ee eee eeeeeeee (88eM) ee 8°M eeeee M8. Mee eeeeeeeee eeee eee eeeeeee ee 8°M eee 8e, eeee eeeeee ee ee eee eeeeeee eee ee eeeeeeeeee 88e. Mee eeeeeee eee eeee eeeeeee eeee MMMe8 (888eM) eee eeeeeeeee eeee 8M MMe (8×88eM). Mee eeeeeeee eeeeeee eeeeee eeee eeeeeeeee eeee MMMe8 (8×88eM) eee eee eeeeeeee MMMe8 eeeeeeee eeee eeeee (Me8MM8). Meeeeee ee eee eeeeeee eeee e eeeee eee eeee eee eeeeeeee ee eeeeeeeeeeeeee [eeeeee eee (88% M8M), MMMe8]; eeeee: 8.88e (88%); MM (MMMe8, ee8) 8888, 8888.