With sodium hypobromite

The pinacolone may be employed for the preparation of trimethylacetlc acid (plvallc acid) by oxidation with sodium hypobromite solution ... 

By treatment of an amide with sodium hypobromite or sodium hypochlorite solution (or with the halogen and alkali), the amine of one less carbon atom is produced, the net result being the elimination of the carbonyl group. An example is ... 

Good results are obtained by the oxidation of the commercially available cyclo-propyl methyl ketone with sodium hypobromite solution, and the preparation may be regarded as an excellent example of the oxidation of the —COCH, group to — OOH ... 

Alicyclic hydroxamic acids undergo several specific oxidative cleavage reactions which may be of diagnostic or preparative value. In the pyrrolidine series compounds of type 66 have been oxidized with sodium hypobromite or with periodates to give y-nitroso acids (113). Ozonolysis gives the corresponding y-nitro acids. The related cyclic aldonitrone.s are also oxidized by periodate to nitroso acids, presumably via the hydroxamic acids.This periodate fission was used in the complex degradation of J -nitrones derived from aconitine. 

Phenoxy acetophenone, 46, 94 Phenylacetyleue, oxidative coupling to diphenyldiacetylene, 46, 39 partial reduction to styrene using palladium catalyst, 46, 90 reaction with sodium hypobromite to yield phenylbromoethyne, 46,86... 

Benzofurazans can be obtained by several methods (1) by dehydration of o-quinone dioxime (2) from o-substituted nitrosoarenes and (3) deoxygenation of benzofuroxans <1984CHEC(6)393, 1996CHEC-II(4)229>. For example, trihydroxyimino derivative 280 treated with sodium hypobromite, or when boiled in aqueous ammonia, affords the corresponding substituted tetrahydrobenzofurazan 281 (Equation 54) <2000CHE996>. 

On the next stage, the ethyl ester of iV-benzoylhomomeroquinene (37.1.1.42) is condensed with the ethyl ester of 6-methoxyquinolinic acid (37.1.1.27) in the presence of sodium ethoxide to make a derivative of quinotoxin (37.1.1.43). Boiling this in hydrochloric acid results in hydrolysis of the carbethoxy and benzoyl groups, and simultaneous decarboxylation gives the compound (37.1.1.44). Treating this with sodium hypobromite makes an... 

The above procedure is essentially that of Ullmann and Bleier.2 2-Aminobenzophenone has also been prepared by reduction of 2-nitrobenzophenone,3 by the Hofmann reaction of the amide of o-benzoylbenzoic acid with sodium hypobromite,4 by the action of an excess of benzoyl chloride on aniline at 220°,6 and by hydrolysis of the acetyl derivative which is obtained by the action of phenylmagnesium bromide on 2-methyl-3,l,4-benzoxaz-4-one (from anthranilic acid and acetic anhydride).6 Various methods for the preparation of 2-aminobenzophenones have been summarized critically by Simpson, Atkinson, Schofield, and Stephenson.7... 

Most pyrimido[4,5-d]pyridazines are prepared from 4,5-disubstituted pyridazine precursors. The versatile intermediate pyrimido[4,5-cf]pyridazine-2,4-dione (85) can readily be formed in high yield from pyridazine-4,5-dicarboxamide (196) by reaction with sodium hypobromite in a Hofmann type reaction (68JHC53). 

Broiiiofonu is made by reaction of acetone or eLhyl alcohol with sodium hypobromite carbon tetrabromide by reaction of CS2 plus bromine Br2 in the presence of iron, heated or by one reaction of bromoform with aqueous hypobromite solutions. Use is made of the diazo-reaction to introduce bromine into aryl compounds. 

Quinotoxine (31) yielded A7-bromoquinotoxine (32), on treatment with sodium hypobromite, which by reaction with alkoxide was converted into the corresponding quinuclidine derivative—quininone... 

Cyclization of allylic alcohols to form epoxides has been particularly problematical, and the reactions have been more of mechanistic than of synthetic interest. For reactions conducted under basic conditions, it is possible that epoxide formation involves initial halogen addition followed by nucleophilic displacement to form the epoxide. Early examples of direct formation of epoxides from allylic alcohols with sodium hypobromite," bromine and 1.5 M NaOH,12 and r-butyl hypochlorite13 have been reviewed previously.fr Recently it has been shown that allylic alcohols can be cyclized effectively with bis(jym-collidine)iodine(I) perchlorate (equation 3).14 An unusual example of epoxide formation competing with other cyclization types is shown in equation (4).15 In this case, an allylic benzyl ether competes effectively with a -/-hydroxyl group as the nucleophile. 

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