Abstract
α-Thiocyanate ketone-based three-component reactions have
been established for the stereoselective synthesis of functionalized electron-deficient trans -cyclopropanes.
The multicomponent reactions were conducted by reacting readily
available and inexpensive starting materials under microwave irradiation.
The procedures are very facile, highly stereoselective, and avoids
the use of ylides.
Key words
multicomponent reactions - cyclopropanes - stereoselectivity - microwave heating
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15 Single-crystal growth was carried
out in ethanol at room temperature. X-ray crystallographic analysis
was performed with a Siemens SMART CCD and a Siemens P4 diffractometer
(graphite monochromator, MoKα radiation λ = 0.71073 Å).
Crystal data for 6a : Empirical formula: C18 H11 BrN2 O;
formula weight: 351.20; crystal dimensions 0.48 × 0.40 × 0.30 mm;
triclinic; space group P1 ; a = 8.0590(10) Å, b = 10.3631(12) Å, c = 11.2581(13) Å, α = 63.9500(10)˚, β = 69.676(2)˚, γ = 67.348(2)˚; µ = 2.702 mm-¹ ; V = 761.34(16) ų ; Z = 2; D (calcd) = 1.532 Mg/m³ ; F (000 ) = 352,
S = 1.058, R
1 = 0.0526, wR
2 = 0.1288
