O-Acyl ketoximes has been proven to be versatile building blocks for practical construction of Nheterocycles.In the last few years,diverse catalytic systems have been discovered to enable efficient transformations of ...O-Acyl ketoximes has been proven to be versatile building blocks for practical construction of Nheterocycles.In the last few years,diverse catalytic systems have been discovered to enable efficient transformations of O-acyl ketoximes to a range of nitrogen-heterocycles.Herein,we summarized our recent examples of novel nitrogen-heterocycle formation with new function findings of O-acyl ketoximes through facile aerobic copper catalysis,metal-free N–O bond activation,multi-component assembly,and bis-annulations.From the green chemistry perspective,these works represent efficient methods with high atom economy,high selectivity,and minimized chemical waste.These findings also complement well to the previous mainly copper-based catalytic systems and more importantly enrich the oxime chemistry in organic synthesis.展开更多
An iron-catalyzed[4+2]annulation of amidines with α,β-unsaturated ketoxime acetates is described.This strategy employs amidines as CN units and provides a new protocol for the construction of 2,4,6-trisubstituted py...An iron-catalyzed[4+2]annulation of amidines with α,β-unsaturated ketoxime acetates is described.This strategy employs amidines as CN units and provides a new protocol for the construction of 2,4,6-trisubstituted pyrimidines under batch and continuous flow conditions in moderate to good yields,exhibiting good functional group tolerance,scalability and operational simplicity.展开更多
以孕甾烯醇酮和盐酸羟胺为原料,碳酸氢钠为催化剂,二甲亚砜(DMSO)为溶剂制得孕甾烯醇酮肟,然后在氢氧化钾存在下与乙炔进行成环反应,合成了孕甾烯醇酮吡咯化合物。考察了催化剂用量,反应温度,反应时间对产率的影响。最佳合成条件为:常压...以孕甾烯醇酮和盐酸羟胺为原料,碳酸氢钠为催化剂,二甲亚砜(DMSO)为溶剂制得孕甾烯醇酮肟,然后在氢氧化钾存在下与乙炔进行成环反应,合成了孕甾烯醇酮吡咯化合物。考察了催化剂用量,反应温度,反应时间对产率的影响。最佳合成条件为:常压,成环反应时间为6h,温度为115℃,催化剂用量为每10mLDMSO加425mg NaHCO3。孕甾烯醇酮吡咯(Ⅰ),产率为41.9%;N-乙烯基孕甾烯醇酮吡咯(Ⅱ),产率为30.3%.产物的熔点,IR及1 H NMR均与文献值一致。展开更多
基金Financial support by the National Natural Science Foundation of China(No.22071211)the Science and Technology Planning Project of Hunan Province(No.2019RS2039)+2 种基金Hunan Provincial Natural Science Foundation of China(No.2020JJ3032)Scientific Research Fund of Education Department of Hunan Province(No.21A0079)Open Research Fund of School of Chemistry and Chemical Engineering of Henan Normal University(No.2022C02)。
文摘O-Acyl ketoximes has been proven to be versatile building blocks for practical construction of Nheterocycles.In the last few years,diverse catalytic systems have been discovered to enable efficient transformations of O-acyl ketoximes to a range of nitrogen-heterocycles.Herein,we summarized our recent examples of novel nitrogen-heterocycle formation with new function findings of O-acyl ketoximes through facile aerobic copper catalysis,metal-free N–O bond activation,multi-component assembly,and bis-annulations.From the green chemistry perspective,these works represent efficient methods with high atom economy,high selectivity,and minimized chemical waste.These findings also complement well to the previous mainly copper-based catalytic systems and more importantly enrich the oxime chemistry in organic synthesis.
基金the National Natural Science Foundation of China(No.22078150)the National Key R&D Program of China(No.2021YFC2101904)+1 种基金the Jiangsu Province Industrial Prospects and Key Core Technologies-Competitive Projects(No.BE2021083)the Nanjing International Joint R&D Project(No.202002037)for their financial support。
文摘An iron-catalyzed[4+2]annulation of amidines with α,β-unsaturated ketoxime acetates is described.This strategy employs amidines as CN units and provides a new protocol for the construction of 2,4,6-trisubstituted pyrimidines under batch and continuous flow conditions in moderate to good yields,exhibiting good functional group tolerance,scalability and operational simplicity.
文摘以孕甾烯醇酮和盐酸羟胺为原料,碳酸氢钠为催化剂,二甲亚砜(DMSO)为溶剂制得孕甾烯醇酮肟,然后在氢氧化钾存在下与乙炔进行成环反应,合成了孕甾烯醇酮吡咯化合物。考察了催化剂用量,反应温度,反应时间对产率的影响。最佳合成条件为:常压,成环反应时间为6h,温度为115℃,催化剂用量为每10mLDMSO加425mg NaHCO3。孕甾烯醇酮吡咯(Ⅰ),产率为41.9%;N-乙烯基孕甾烯醇酮吡咯(Ⅱ),产率为30.3%.产物的熔点,IR及1 H NMR均与文献值一致。
