1-Amido-3-(1H)-1,2-benziodoxoles: Stable amidoiodanes and reagents for direct amidation of organic substrates

Tetrahedron Letters

Volumn 38, Issue 1, 1997, Pages 21-24

  Zhdankin, Viktor V ^a   McSherry, Marc ^a   Mismash, Brian ^a   Bolz, Jason T ^a   Woodward, Jessica K ^a   Arbit, Ruslan M ^a   Erickson, Scott ^a  

^a UNIVERSITY OF MINNESOTA DULUTH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS; TECHNIQUE;

EID: 0031014618     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(96)02245-9     Document Type: Article

References (11)

1. (a) Varvoglis, A. The Organic Chemistry of Polycoordinated Iodine; VCH Publishers, Inc.: New York, 1992;
2. (b) Stang, P.J.; Zhdankin, V.V. Chem. Reviews, 1996, 96, 1123-1178.
3. Zhdankin, V.V.; Krasutsky, A.P.; Kuehl, C.J.; Simonsen, A. J.; Woodward, J.K.; Mismash, B.; Bolz, J.T. J. Am. Chem. Soc. 1996, 118, 5192-5197.
4. Lazbin, I.M.; Koser, G.F. J. Org. Chem. 1987, 52, 476; Lazbin, I.M.; Koser, G.F. J. Org. Chem. 1986,51, 2669.
5. Lazbin, I.M.; Koser, G.F. J. Org. Chem. 1987, 52, 476; Lazbin, I.M.; Koser, G.F. J. Org. Chem. 1986,51, 2669.
6. 4S: C, 40.30; H, 2.90; N, 3.36. Found: C, 40.34; H, 2.92; N, 3.38.
7. (a) Zhdankin, V.V.; Kuehl, C.J.; Arif, A.M.; Stang, P.J. Mendeleev Commun. 1996, 50;
8. (b) Akai, S.; Okuno, T.; Egi, M.; Takada, T.; Tohma, H.; Kita, Y. Heterocycles 1996,42, 47.
9. Panetta, C.A.; Garlick, S.M.; Durst, H.D.; Longo, F.R.; Ward, J.R. J. Org. Chem. 1990, 55, 5202.
10. 4Cl), 6.5 (br. m, 1H, NH), 2.2-1.1 (m, 15H). Hydrolysis of amide 4 affords the known 1-aminoadamantane.
11. +.