A highly selective method for the asymmetric formation of trifluoromethyl-substituted α- and β-aminophos- phonates was described. The reaction proceeded with high yields and good to excellent diastereoselectivity. The product can be easily converted into corresponding trifluoromethyl-substituted aminophosphoric acids.
With an aim to discover novel AHAS inhibitors,the title compound （S）-ethyl-2（2-methoxy-phenylsulfenamido）-3-（1H-indol-3-yl）propanoate （C 21 H 22 N 2 O 4 S,M r=398.47） has been synthesized and its crystal structure was determined by single-crystal X-ray diffraction analysis.The crystal belongs to orthorhombic,space group P2 1 2 1 2 1 with a=8.078（2）,b=12.824（4）,c=18.788（6）,V=1946.2（10） 3,Z=4,F（000）=840,D c=1.360 mg/m 3,μ=0.197 mm-1,the final R=0.0433 and wR=0.1035 for 3075 observed reflections with I 2σ（Ⅰ）.The absolute structure Flack parameter X of this compound is 0.00（8）.A total of 14375 reflections were collected,of which 3431 were independent （R int=0.0437）.X-ray analysis reveals that the crystal structure involves two intermolecular N-H···O and one N-H···S intermolecular hydrogen bonds with the neighboring molecules.The crystal structure was compared with our previously reported （S）-methyl 2-（4-R-phenylsulfonamido）-3-（1H-indol-3-yl）propanoate （R=H（1） and Cl（2））,which provided some useful information of these compounds.
The title compounds（Z）-3-（2-（3-chloropyridin-2-yl）hydrazono）indolin-2-one（A） and 7-bromo-（Z）-3-（（4-pyridinyl）carboxlichydrazono）-2-indolinone（B） have been synthesized and structurally determined by elemental analysis and single-crystal X-ray diffraction studies.Compound A（C13H8ClN4O） belongs to the orthorhombic crystal system,space group Pca21 with a = 20.799（4）,b = 4.9312（10）,c = 11.764（2）,V = 1206.6（4）3,Mr = 271.68,Dc = 1.496 g/cm3,μ = 0.313 mm-1,F（000） = 556,Z = 4,the final R = 0.0346 and wR = 0.0831 for 2683 observed reflections with I 2σ（I）.Compound B（C14H9BrN4O2） belongs to the triclinic crystal system,space group P1 with a = 6.6834（13）,b = 7.0727（14）,c = 14.285（3）,α = 95.56（3）,β = 99.00（3）,γ = 102.95（3）°,V = 643.8（2）3,Mr = 345.16,Dc = 1.780 g/cm3,μ = 3.203 mm-1,F（000） = 344,Z = 2,the final R = 0.0487 and wR = 0.1167 for 2334 observed reflections with I 2σ（I）.The preliminary herbicidal bioassay reveals that compounds A and B have some inhibition both in vivo and in vitro against AHAS.
