,
, ClN 2 O 3 , M +? requires: 442.1084). The general procedure 3
, chlorophenyl)oxirane-2,2-dicarbonitrile (1b, 0.41 g) and 4methoxychalcone (2c, 0.48 g), gave a 79/21 mixture from which the preponderant diastereoisomer 3bc was isolated by chromatography over silica gel (eluent: CH 2 Cl 2 /petrol 70:30) in 45% yield. The minor diastereoisomer 3'bc was identified by selected NMR data: vivant: biologie, santé et agronomie) and Biogenouest (Western France life science and environment core facility network) for supporting KISSf screening facility, vol.3
, Keith Woerpel for helpful discussions. References and notes
, Chem. Rev, vol.113, pp.4567-4610, 2013.
, Top. Heterocycl. Chem, vol.35, pp.1-41, 2014.
(a) Padwa, A. 1,3-Dipolar Cycloaddition Chemistry, C. R. Acad. Sci. Paris, Ser. C, vol.40, issue.6, pp.2977-2987, 1964. ,
, Chem. Soc., Perkin Trans. 1, vol.63, issue.7, pp.1861-1866, 1985.
(a) Pommeret, Helv. Chim. Acta, vol.86, pp.2120-2133, 1971. ,
, Tetrahedron Lett, vol.28, pp.2161-2163, 1971.
, Org. Biomol. Chem, vol.6, pp.3144-3157, 2008.
, Helv. Chim. Acta, vol.80, pp.1190-1204, 1997.
, Tetrahedron, vol.71, pp.1050-1057, 2015.
Microwaves in Organic Synthesis, vol.2, pp.737-809, 2012. ,
, Using a monomode reactor (Prolabo Synthewave 402) with accurate control of power and temperature
, J. Am. Chem. Soc, vol.20, pp.3122-3123, 2004.
, J. Org. Chem, vol.75, pp.5367-5370, 2010.
, Ríos-Gutiérrez, M. Molecules, vol.21, pp.750-769, 2014.
, Tetrahedron, vol.72, pp.1524-1532, 2016.
, J. Phys. Chem. A, vol.101, pp.7277-7282, 1997.
, , vol.4, pp.32415-32428, 2014.
, J. Am. Chem. Soc, vol.121, pp.1922-1924, 1999.
, J. Phys. Chem. A, vol.73, pp.7128-7136, 2003.
, Acc. Chem. Res, vol.28, pp.81-90, 1995.
, J. Org. Chem, vol.62, pp.7512-7515, 1997.
, Tetrahedron, vol.41, pp.875-887, 1985.
, J. Appl. Crystallogr, vol.32, pp.115-119, 1999.
, Acta Crystallogr., Sect. A, vol.64, pp.112-122, 2008.
, J. Appl. Crystallogr, vol.45, pp.849-854, 2012.
, J. Phys. Chem. A, vol.108, pp.6908-6918, 2004.
Ab initio Molecular Orbital Theory, Modern Electronic Structure Theory, vol.34, pp.214-218, 1982. ,
Sheikhet, I. Quantum Chemical and Statistical Theory of Solutions-Computational Approach 1995, Ellis Horwood, London. 38. (a) Cances, E.; Mennucci, B.; Tomasi, J. Chem. Phys. Lett, vol.74, pp.327-335, 1970. ,
, J. Comput. Chem, vol.19, pp.899-926, 1985.
Gaussian 09, Revision A.02 ,
, J. Chem. Phys, vol.92, pp.5397-5403, 1990.
, Comput. Chem, vol.23, pp.597-604, 1999.