Phthalimide derivatives as nitrogen nucleophiles with α,β-unsaturated aldehydes for asymmetric aza-Michael additions have been reported. The reactions proceed smoothly to afford corresponding Michael adducts in goo...Phthalimide derivatives as nitrogen nucleophiles with α,β-unsaturated aldehydes for asymmetric aza-Michael additions have been reported. The reactions proceed smoothly to afford corresponding Michael adducts in good yields （up to 98%） and enantioselectivities （up to 95% ee）.展开更多
N-Alkylated benzimidazole derivatives have been synthesized via the aza-Michael addition reactions of1H-benzimidazoles to a,b-unsaturated compounds in water and palladium acetate obviously promoted these transformatio...N-Alkylated benzimidazole derivatives have been synthesized via the aza-Michael addition reactions of1H-benzimidazoles to a,b-unsaturated compounds in water and palladium acetate obviously promoted these transformations. The reported method, overcoming the inactivation of palladium under the equivalent nitrogenous conditions, has the advantages of convenient manipulation, atom-economy, as well as environmental friendliness. The bioactive results showed that butyl 3-（5,6-dimethyl-1Hbenzo[d]imidazol-1-yl）propanoate（3c） exhibited excellent inhibitory activity against Bacillus subtilis（MIC = 16 mg/m L） and Bacillus proteus（MIC = 8 mg/m L）. Therefore, this process would facilitate the construction of various potential bioactive compounds based on the benzimidazole scaffold under mild conditions.展开更多
We report herein the first example of asymmetric hydroazidation of α-substituted vinyl ketones by using chiral primary amines as the catalysts.A simple chiral primary-tertiary diamine catalyst derived from lphenylala...We report herein the first example of asymmetric hydroazidation of α-substituted vinyl ketones by using chiral primary amines as the catalysts.A simple chiral primary-tertiary diamine catalyst derived from lphenylalanine was found to readily promote this aza-Michael addition reaction with enamine protonation as the key stereogenic step,thus enabling the effective synthesis of α-chiral β-azido ketones with good yields and moderate enantioselectivities.展开更多
文摘Phthalimide derivatives as nitrogen nucleophiles with α,β-unsaturated aldehydes for asymmetric aza-Michael additions have been reported. The reactions proceed smoothly to afford corresponding Michael adducts in good yields （up to 98%） and enantioselectivities （up to 95% ee）.
基金supported by the National Natural Science Foundation of China(Nos.21004075,21372186)Beijing National Laboratory of Molecular Sciences(BNLMS)(No.20140130)+1 种基金the Doctoral Fund of Southwest University(No.SWU111075)the Research Funds for the Central Universities(No.XDJK2013C112)
文摘N-Alkylated benzimidazole derivatives have been synthesized via the aza-Michael addition reactions of1H-benzimidazoles to a,b-unsaturated compounds in water and palladium acetate obviously promoted these transformations. The reported method, overcoming the inactivation of palladium under the equivalent nitrogenous conditions, has the advantages of convenient manipulation, atom-economy, as well as environmental friendliness. The bioactive results showed that butyl 3-（5,6-dimethyl-1Hbenzo[d]imidazol-1-yl）propanoate（3c） exhibited excellent inhibitory activity against Bacillus subtilis（MIC = 16 mg/m L） and Bacillus proteus（MIC = 8 mg/m L）. Therefore, this process would facilitate the construction of various potential bioactive compounds based on the benzimidazole scaffold under mild conditions.
基金National Natural Science Foundation of China(NSFC Nos.21390400,21521002 and 21502198)the Ministry of Science and Technology,Chinese Academy of Sciences(No.QYZDJSSW-SLH023)for generous financial supportsupported by National Program for Support of Top-notch Young Professionals,CAS Youth Innovation Promotion Association and CAS onehundred talented program(D)
文摘We report herein the first example of asymmetric hydroazidation of α-substituted vinyl ketones by using chiral primary amines as the catalysts.A simple chiral primary-tertiary diamine catalyst derived from lphenylalanine was found to readily promote this aza-Michael addition reaction with enamine protonation as the key stereogenic step,thus enabling the effective synthesis of α-chiral β-azido ketones with good yields and moderate enantioselectivities.
