Adol Condensation of Cycloalkanones and Aldehydes Catalyzed by NH2SO3H under Solvent-Free Conditions and Ultrasound Irradiation

Chin. J. Org. Chem. ›› 2007, Vol. 27 ›› Issue (04): 528-531. Previous Articles Next Articles

Reports

无溶剂NH₂SO₃H催化下超声促进环酮与芳香醛的Aldol缩合

曾鸿耀, 尹述凡*，李颖

(四川大学化学学院成都 610064)

收稿日期:2006-03-27 修回日期:1900-01-01 发布日期:2007-03-29
通讯作者: 尹述凡

Adol Condensation of Cycloalkanones and Aldehydes Catalyzed by NH₂SO₃H under Solvent-Free Conditions and Ultrasound Irradiation

ZENG Hong-Yao, YIN Shu-Fan*, LI Ying

(Department of Chemistry, Sichuan University, Chengdu 610064)

Received:2006-03-27 Revised:1900-01-01 Published:2007-03-29
Contact: YIN Shu-Fan

Abstract

Using NH₂SO₃H as catalyst, a series of α,α'-bis(substituted benzylidene)cycloalkanone derivatives were synthesized by cross aldol condensations of cycloalkanones with aldehydes under solvent-free conditions and ultrasound irradiation in 15～45 min with 76%～92% yields. Compared with traditional method, this method was more convenient and environmental friendly.

Key words: aromatic aldehyde, ultrasound irradiation, cycloalkanone, solvent-free, aldol condensation

Cite this article

ZENG Hong-Yao, YIN Shu-Fan*, LI Ying. Adol Condensation of Cycloalkanones and Aldehydes Catalyzed by NH₂SO₃H under Solvent-Free Conditions and Ultrasound Irradiation[J]. Chin. J. Org. Chem., 2007, 27(04): 528-531.

Export EndNote|Reference Manager|ProCite|BibTeX|RefWorks

[1]	Yiwen Quan, Xinhui Jiang, Wenjun Li, Jian Wang. Access to α-Vinyl β-Alkynyl Enals via an Organocatalytic Deconjugation-Aldol Condensation Sequence [J]. Chinese Journal of Organic Chemistry, 2023, 43(6): 2120-2125.
[2]	Wenxin Zhao, Mengjun Huang, Shengnan Li, Yujing Liu, Zhongqiu Liu, An'guo Ying. One-Pot Synthesis of 3,4-Dihydropyrimidine-2-one Derivatives via Biginelli Reactions Catalyzed by SnCl₂@MNPs [J]. Chinese Journal of Organic Chemistry, 2021, 41(7): 2743-2749.
[3]	Kun Zhou, Yangjie Mao, Fengwei Wu, Shaojie Lou, Danqian Xu. Recent Advances in C—H Bond Functionalization under Mechanochemical Conditions [J]. Chinese Journal of Organic Chemistry, 2021, 41(12): 4623-4638.
[4]	Shi Dapeng, Duan Zhongyu. Propargylamine Synthesis via Three-Component Coupling Reaction Catalyzed by Recyclable Cu Nanoparticles under Solvent-Free Conditions [J]. Chinese Journal of Organic Chemistry, 2020, 40(5): 1316-1322.
[5]	Ren Xinfeng, Song Xiaoping, Ma Yingchao, Li Ya. Method for the Synthesis of 1,1-Dichloroalkenes [J]. Chinese Journal of Organic Chemistry, 2020, 40(5): 1388-1393.
[6]	Liu Xu-Bo, Lin Jia-Le, Wang Hui, Zhang Dan-Wei, Li Zhan-Ting. Water-Solubilization of Acyclic Cucurbiturils for Arenes and Aromatic Aldehydes and the Promotion for the Generation of Two Hydrazine-Based Macrocycles [J]. Chinese Journal of Organic Chemistry, 2020, 40(3): 663-668.
[7]	Lu Yuhan, Han Yingzhi, Sun Yadong, Abdukader Ablimit, Wang Duozhi, Liu Chenjiang. Application of Iodobenzene Acetate Promoted Oxidation in the Synthesis of 2-Amino-1,3,4-thiadiazole Molecules [J]. Chinese Journal of Organic Chemistry, 2020, 40(2): 447-453.
[8]	Ding Yuxin, Ma Yongmin, Chen Jing. Novel Three-Component Annulation for the Synthesis of 2,4,6-Triaryl-pyrimidines under Solvent-Free and Catalyst-Free Conditions [J]. Chinese Journal of Organic Chemistry, 2020, 40(12): 4357-4363.
[9]	Zhou Xiang, Zhou Fei, Jia Xiaoliang, Yu Jiawei, Shen Qi, Zhang Yunxiao, Shi Weimin. Solvent-Free Aldol Reaction of β-Porphyrin Formaldehyde with Ketone [J]. Chin. J. Org. Chem., 2019, 39(7): 2084-2088.
[10]	Liu Jing, Wan Cong, Zheng Aili, Wang Lianyue, Yin Kaiyue, Liu Dandan, Wang Shengde, Ren Lanhui, Gao Shuang. α-Oxygenation of Benzylic Ethers to Esters Using MnO_x-N@C Catalyst [J]. Chin. J. Org. Chem., 2019, 39(3): 811-820.
[11]	Liu Tianbao, Peng Yanfen, Wang Yajie, Yong Jiayuan, Wang Xin. Synthesis of Thioamidoguanidine Derivatives under Solvent-Free Grinding Conditions [J]. Chin. J. Org. Chem., 2018, 38(4): 969-974.
[12]	Cai Liangzhen, Huang Zhen, Yang Liqun, Xie Xiaomin, Tao Xiaochun. Selective Aerobic Oxidation of Benzylic Alcohols Catalyzed by CuBr/1,8-Diazabicyclo[5.4.0]undec-7-ene [J]. Chin. J. Org. Chem., 2018, 38(12): 3326-3331.
[13]	Yang Xiaojiang, Mao Jincheng, Zhang Heng, Zhang Yang, Mao Jinhua. Copper-Catalyzed Aerobic Oxidation Reaction of Benzyl Alcohol in Water under Base-Free Condition [J]. Chin. J. Org. Chem., 2018, 38(10): 2780-2783.
[14]	Zhang Wenfeng, Xu Zhaohui, Tu Yuanhong, Liao Chuanwen. Synthesis of 5,5-(Phenylmethylene)bis(2,2-butylidene-1,3-dioxane-4,6-dione) Derivatives without Catalyst in Water [J]. Chin. J. Org. Chem., 2017, 37(9): 2449-2453.
[15]	Lin Chunhua, Yuan Jianjun, Liu Deyong, Zhang Houfu, Xu Zhaohui. Efficient Synthesis of 5,5-(Phenylmethylene)bis(2,2-dimethyl-1,3-dioxane-4,6-dione) Derivatives in Biobased Gluconic Acid Aqueous Solution [J]. Chin. J. Org. Chem., 2017, 37(6): 1560-1564.

无溶剂NH₂SO₃H催化下超声促进环酮与芳香醛的Aldol缩合

Adol Condensation of Cycloalkanones and Aldehydes Catalyzed by NH₂SO₃H under Solvent-Free Conditions and Ultrasound Irradiation

PDF

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments

无溶剂NH2SO3H催化下超声促进环酮与芳香醛的Aldol缩合