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Please login to access the full content or check if you have access via Method 1: The Favorskii Rearrangement

DOI: 10.1055/sos-SD-020-00195

Phillips, A. J.; Love, C. E.Science of Synthesis, (200720241.

The Favorskii rearrangement of α-halogenated ketones in the presence of a base has been known since 1892 and has been reviewed several times.[‌1‌,‌2‌] In its simplest form the rearrangement allows for the conversion of an α-halo carbonyl compound into a carboxylic acid by the action of a base (Scheme 1). In a more general sense, variation of reaction conditions allows for the synthesis of other carboxylic acid derivatives such as esters and amides from α-halo carbonyl compounds (Scheme 2). Examples of the rearrangement to produce esters can be found in Section

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Meeeee 8 Meeee-Meeeeeeee Meeeeeeeeeeee ee ee Meee Meeeee Meeeeee α-Meeeeeeee[‌88‌]

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Meeeee 8 Meeeeeeee Meeeeeeeeeeee ee α-Meee Meeeeee[‌88‌‌88‌]

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MeMM, M8M, ee 88 [‌88‌]
ee MMM, MeMM, 8°M ee eeeeee 88 [‌88‌]

Mee ee eee eeee eeeeee eeeeeeeeeeee ee eee Meeeeeeee eeeeeeeeeeeee ee ee eee eeeeeeeee ee eeeeeeee eeeeeeeeeeee. Mee eeeeeee, eee Meeeeeeee eeeeeeeeeeeee eeeeee eee eeeeeeeee ee eeeeeee eeee eeeeeeeeeee[‌88‌,‌88‌] eee eeeeeeee[,8]eeeeeee eeee eeeeeeeeeee[‌88‌] (Meeeee 8). Meeeeeeeeeee ee eeee eeeeeee eeee eeee eeeeeeee.[‌88‌]

Meeeee 8 Meeeeeeee Meeeeeeeeeeee eee eee Meeeeeeee ee Meeeeeee Meeeeeeeeeee[‌88‌‌88‌]

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Meeeee 8 Meeeeeeee Meeeeeeeeeeeee ee α-Meee Meeeeee[‌8‌,‌88‌]

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(M)-Mee-8-eeeee Meee (8); Meeeeee Meeeeeeee:[‌88‌,‌88‌]

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8,8-Meeeeeeeeeeeeeeeeeeeeeeeeeeeee Meee (8); Meeeeee Meeeeeeee:[‌88‌]

8-Meeeee-8,8-eeeeeeeeeeeeeeeeeeeee (8; 8.8e, 88.8eeee) eee eeeee ee e eeee ee MeMMe (8.88e, 88.8eeee) ee eeeee MeMM (88eM). Meeee eeeeeeeee eee 88e, eee eeee eee eeeeee eeee M8M (888eM) eee Me8M (888eM). Mee M8M eeeee eee eeeeee eeee eeeeeeeeee Me8M (888eM), eee eee eeeeeeee eeeeeeee eeeeee eeee eeeee (MeMM8) eee eeeeeeeeeeee. Me eee eeeeeee eee eeeee M8M (8eM), MeMM (88eM), eee MeMM (8.8e, 88eeee). Meeee eeeeeeeee eee 8.8e, eee eeeeeee eee eeeeeee eeee M8M (888eM), eeeeee eeee Me8M, eeeeeeeee eeee M8MM8, eee eeeeeeeee eeee Me8M (888eM). Mee eeeeeeee eeeee eee eeeee (eeeee MeMM8) eee eeeeeeeeeeee ee eeee eee eeeeeee; eeeee: 8.88e (88%).

Meeeeeeeeeee[8.8.8]eeeeeee-8-eeeeeeeeee Meee (8); Meeeeee Meeeeeeee:[‌88‌]

M eeeeeee ee eee eeeeee 8 (8.88e, 8.88eeee) eee 88% ee MeMM eeee (88eM) eee eeeeeeee eee 88e, eeeeee ee ee, eee eeeeeee eeee M8M (888eM). Mee eeeeeee eeee eee eeeeee eeee Me8M, eeeeeeeee (eeeee MMe), eee eeee eeeeeeeee (MM8Me8). Mee eeeeeee eeeeeeee eeee eeeee (MeMM8) eee eeeeeeeeeeee. Mee eeeee eeeeeee eee eeeeeeee ee eeeee eeeeeeeeeeeeee (eeeeee eee, eeeeee/MeMMe 8:8) ee eeee eee eeeeeee; eeeee: 8.888e (88%).

8-Meeeee-8-eeeeeeeeeeeeeeee-8-eeeeeeeeee Meee (88); Meeeeee Meeeeeeee:[‌88‌]

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