Reactions of β-nitrostyrenes with Grignard reagents

Tetrahedron Letters

Volumn 37, Issue 35, 1996, Pages 6339-6342

  Yao, Ching Fa ^a   Chen, Wen Chang ^a   Lin, Yu Mei ^a  

^a NATIONAL TAIWAN NORMAL UNIVERSITY   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYLIC ACID DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS; TECHNIQUE;

EID: 0030603037     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01366-4     Document Type: Article

References (10)

1. 1. (a) Kohler, E. P.; Stone, J. F. J. Am. Chem. Soc., 1930, 52, 761-768.
2. (b) Buckley, G. D. J. Chem. Soc., 1947, 1494-1497.
3. (c) Ashwood, M. S.; Bell, L. A.; Houghton, P. G.; Wright, S. H. B. Synthesis, 1988, 379-381.
4. (d) Barboni, L.; Bartoli, G.; Marcantoni, E.; Petrini, M.; Dalpozzo, R. Chem. Soc. Perkin Trans 1. 1990, 2133-2138.
5. 2. Pinnick, H. W. Org. React. 1990, 38, 655-792.
6. 3N to generate nitrile oxides 4 (entry 9) or furoxan (entry 15) after flash column separation in the absence of dipolarophile. The yields are based on NMR by using toluene or diiodomethane as internal standard.
7. 4. Metzger, H.; Meier, H. In "Methoden der Organische Chemie (Houben-Wey-Muller)", Georg Thieme Verlag: Stuttgart, 1971; Vol. X/1, p 979.
8. 5. (a) Wade, P. A.; Amin, N. V.; Yen, H.-K.; Price, D. T.; Huhn, G. F. J. Org. Chem. 1984, 49, 4595-4601.
9. (b) Torsell, K. B. G. Nitrile Oxides, Nitrones, and Nitronate in Organic Synthesis 1988, VCH, New York.
10. 17NO: C, 82.10; H, 6.51; N, 5.32. Found: C, 81.99; H, 6.56; N, 5.11.