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Method for Arylation of the Amino Group in N-Aminoazoles.
โ Scribed by O. V. Dyablo; A. F. Pozharskii; M. G. Koroleva
- Publisher
- John Wiley and Sons
- Year
- 2003
- Weight
- 93 KB
- Volume
- 34
- Category
- Article
- ISSN
- 0931-7597
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๐ SIMILAR VOLUMES
The addition of Grignard reagents to the o-amino aryl carboxylic acids without any additive forms the tertiary carbinol as a major product. Unexpectedly, the aryl ketones are formed as the only isolated product if o-amino moiety of anthranilic acids is protected with Boc, trifluoroacetyl, and pivalo
The structure of product (8) follows from its cleavage by acid to cyclohexanone (2,4-dinitrophenylhydrazone, m.p. 162 "C) and 4-phenylsemicarbazide (benzylidene derivative, m. p. and mixed n1.p. 180ยฐC).
Monoalkylation of the a-amino group of or-amino acid derivatives can be facilitated using 2and 4-nitrophenylsulfonamide intermediates. The nitrophenylsulfonamides of a-amino esters can be alkylated using an equimolar amount of carbonate base and a variety of alkyl bromides. Ready removal of the nitr