Regioselectivity of nucleophilic substitution of the nitro group in 2,4,6-trinitrobenzamide

Tetrahedron Letters

Volumn 41, Issue 25, 2000, Pages 4973-4975

  Shkinyova, Tatyana K ^a   Dalinger, Igor L ^a   Molotov, Sergei I ^a   Shevelev, Svyatoslav A ^a  

^a N D ZELINSKY INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

Author keywords

Benzoisothiazol; Benzothiophenes; Nitro compounds; Regioselection

Indexed keywords

BENZAMIDE DERIVATIVE; NITRO DERIVATIVE; THIOPHENE DERIVATIVE;

ARTICLE; CHEMICAL MODIFICATION; CYCLIZATION; MOLECULAR DYNAMICS; STEREOCHEMISTRY;

EID: 0034686332     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00750-4     Document Type: Article

References (7)

1. Terrier, F. Nucleophilic Aromatic Displacement: The Influence of the Nitro Group; VCH: Weinheim; New York, 1991.
2. General procedure for nucleophilic substitution. (a) Synthesis of 1a, 1c, 1d and 2.
3. 6-DMSO) δ 1.41 (t, 3H, J=5.85 Hz), 4.21-4.40 (m, 4H), 8.04 (s, 1H), 8.41 (s, 1H), 8.59 (s, 1H), 8.69 (s, 1H).
4. 6-DMSO) δ 1.35 (t, 3H, J=4.40 Hz), 4.36 (q, 2H, J=4.40 Hz), 8.70 (s, 1H); 9.31 (s, 1H).
5. 6-DMSO) δ 8.66 (s, 1H), 9.34 (s, 1H).
6. Benedetti, F.; Marshall, D. R.; Stirling, C. J. M.; Leng, J. L. J. Chem. Soc., Chem. Commun. 1982, 918.
7. Rozhkov, V. V.; Kuvshinov, A. M.; Gulevskaya, V. I.; Chervin, I. I.; Shevelev, S. A. Synthesis 1999, 2065.