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2005
Amide formation
O 0325
A Convenient Protocol for C—H Oxidation Mediated by an Azido Radical Culin Ritter-Type Amidation. — The reaction of 4-ethylanisole (I) under the
34- 067 minating
conditions shown affords amide (III) and ketone (IV) as main components besides the
expected azide (V). Thus, the amidation process is investigated in detail. Treatment of
various hydrocarbons with CAN/NaN3 in MeCN results in oxidation at the benzylic position to give products of a Ritter-type amidation. Esters like (XIIb) are directly converted to the corresponding α-amino acid derivative. — (NAIR*, V.; SUJA, T. D.;
MOHANAN, K.; Tetrahedron Lett. 46 (2005) 18, 3217-3219; Org. Chem. Div., Reg.
Res. Lab., CSIR, Trivandrum 695 019, Kerala, India; Eng.) — Mais
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