Citation: Xin Ying Zhang, Ying Ying Qu, Yang Yang Wang, Xue Sen Fan. Synthesis of 1,2-allenic ketones through oxidation of homopropargyl alcohols with CrO₃(cat.)/TBHP under MWI[J]. Chinese Chemical Letters, ;2011, 22(3): 268-271. doi: 10.1016/j.cclet.2010.09.032 shu

Synthesis of 1,2-allenic ketones through oxidation of homopropargyl alcohols with CrO₃(cat.)/TBHP under MWI

School of Chemistry and Environmental Science, Henan Key Laboratory for Environmental Pollution Control, Henan Normal University, Xinxiang 453007, China

Received Date: 7 June 2010

Fund Project: We are grateful to the National Natural Science Foundation of China (Nos. 20772025 and 20972042), Innovation Scientists and Technicians Troop Construction Projects of Henan Province (No. 104100510019), Natural Science Foundation of Henan Province (No. 092300410237) and the Natural Science Foundation of Department of Education of Henan Province (Nos. 2009A150017 and 2008A150013).

A CrO₃ catalyzed oxidation of homopropargyl alcohols with tert-butyl hydroperoxide under microwave irradiation was found to be an efficient and rapid alternative for the preparation of 1,2-allenic ketones. The advantages of this procedure include short reaction time, less adverse impact on the environment and reasonably high efficiency.
- Allenic ketones,
- Oxidation,
- Microwave irradiation,
- Chromium(VI)oxide,
- tert-Butyl hydroperoxide
1. [1]
  Xiaoxue Li , Hongwei Zhou , Rongrong Qian , Xu Zhang , Lei Yu . A concise synthesis of Se/Fe materials for catalytic oxidation reactions of anthracene and polyene. Chinese Chemical Letters, 2025, 36(3): 110036-. doi: 10.1016/j.cclet.2024.110036
2. [2]
  Zhikang Wu , Guoyong Dai , Qi Li , Zheyu Wei , Shi Ru , Jianda Li , Hongli Jia , Dejin Zang , Mirjana Čolović , Yongge Wei . POV-based molecular catalysts for highly efficient esterification of alcohols with aldehydes as acylating agents. Chinese Chemical Letters, 2024, 35(8): 109061-. doi: 10.1016/j.cclet.2023.109061
3. [3]
  Chen Lian , Si-Han Zhao , Hai-Lou Li , Xinhua Cao . A giant Ce-containing poly(tungstobismuthate): Synthesis, structure and catalytic performance for the decontamination of a sulfur mustard simulant. Chinese Chemical Letters, 2024, 35(10): 109343-. doi: 10.1016/j.cclet.2023.109343
4. [4]
  Wenjuan Liu , Shanshan Zhang , Yu Wang , Bin Fang , Weirui Wang , Shujing Song , Tomohiro Hakozaki . Three-channel imaging reveals the comprehensive protein modifications and their impact on skin appearance induced by multiple stimuli. Chinese Chemical Letters, 2025, 36(6): 111182-. doi: 10.1016/j.cclet.2025.111182
5. [5]
  Kuanhong Cao , Sainan Chu , Yuanhua Ding , Shanming Lu , Lei Yu , Juan Du . Sustainable Se/C catalysts from carbohydrates: Unlocking oxidative deoximation reaction with high turnover numbers via free radical mechanisms. Chinese Chemical Letters, 2026, 37(1): 111486-. doi: 10.1016/j.cclet.2025.111486
6. [6]
  Huaixiang Yang , Miao-Miao Li , Aijun Zhang , Jiefei Guo , Yongqi Yu , Wei Ding . Visible-light-induced photocatalyst- and metal-free radical phosphinoyloximation of alkenes with tert-butyl nitrite as bifunctional reagent. Chinese Chemical Letters, 2025, 36(3): 110425-. doi: 10.1016/j.cclet.2024.110425
7. [7]
  Tingting Liu , Pengfei Sun , Wei Zhao , Yingshuang Li , Lujun Cheng , Jiahai Fan , Xiaohui Bi , Xiaoping Dong . Magnesium doping to improve the light to heat conversion of OMS-2 for formaldehyde oxidation under visible light irradiation. Chinese Chemical Letters, 2024, 35(4): 108813-. doi: 10.1016/j.cclet.2023.108813
8. [8]
  Peiyu Zhang , Aixin Song , Jingcheng Hao , Jiwei Cui . 高频超声法制备聚多巴胺薄膜综合实验. University Chemistry, 2025, 40(6): 210-214. doi: 10.12461/PKU.DXHX202407081
9. [9]
  Qi Zhang , Ziyu Liu , Hongxia Tan , Jun Tong , Dazhen Xu . Research Progress on Direct Synthesis of β-Hydroxy Sulfones via Difunctionalization of Olefins. University Chemistry, 2025, 40(11): 199-209. doi: 10.12461/PKU.DXHX202412064
10. [10]
  Wenjing Dai , Lan Luo , Zhen Yin . Interface reconstruction of hybrid oxide electrocatalysts for seawater oxidation. Chinese Journal of Structural Chemistry, 2025, 44(3): 100442-100442. doi: 10.1016/j.cjsc.2024.100442
11. [11]
  Yan-Kai Zhang , Yong-Zheng Zhang , Chun-Xiao Jia , Fang Wang , Xiuling Zhang , Yuhang Wu , Zhongmin Liu , Hui Hu , Da-Shuai Zhang , Longlong Geng , Jing Xu , Hongliang Huang . A stable Zn-MOF with anthracene-based linker for Cr(VI) photocatalytic reduction under sunlight irradiation. Chinese Chemical Letters, 2024, 35(12): 109756-. doi: 10.1016/j.cclet.2024.109756
12. [12]
  Shouchao Zhong , Yue Wang , Mingshu Xie , Yiqian Wu , Jiuqiang Li , Jing Peng , Liyong Yuan , Maolin Zhai , Weiqun Shi . Radiation reduction modification of sp² carbon-conjugated covalent organic frameworks for enhanced photocatalytic chromium(VI) removal. Chinese Chemical Letters, 2025, 36(5): 110312-. doi: 10.1016/j.cclet.2024.110312
13. [13]
  Wenxiang Zhu , Kui Yin , Mengjie Ma , Qintao Sun , Fan Liao , Hui Huang , Jinxin Chen , Kun Feng , Hao Yang , Jun Zhong , Tao Cheng , Mingwang Shao , Yang Liu , Zhenhui Kang . Carbon-dots-facilitated oxygen migration in heterophase iridium oxide for enhanced acidic water oxidation. Chinese Chemical Letters, 2026, 37(4): 110749-. doi: 10.1016/j.cclet.2024.110749
14. [14]
  Gang Hu , Chun Wang , Qinqin Wang , Mingyuan Zhu , Lihua Kang . The controlled oxidation states of the H₄PMo₁₁VO₄₀ catalyst induced by plasma for the selective oxidation of methacrolein. Chinese Chemical Letters, 2025, 36(2): 110298-. doi: 10.1016/j.cclet.2024.110298
15. [15]
  Zengzhen Chen , Lirong Zhao , Wenna Guo , Longfei Tan , Qiong Wu , Changhui Fu , Xiangling Ren , Shiping Yu , Xiaowei Chen , Nam-Young Kim , Guihua Jiang , Xianwei Meng . Microwave-sensitive Al-based nano-immunoadjuvant for strengthened tumor microwave-immunotherapy via programmed activation of NLRP3-mediated pyroptosis. Chinese Chemical Letters, 2026, 37(3): 111299-. doi: 10.1016/j.cclet.2025.111299
16. [16]
  Yi Zhang , Biao Wang , Chao Hu , Muhammad Humayun , Yaping Huang , Yulin Cao , Mosaad Negem , Yigang Ding , Chundong Wang . Fe–Ni–F electrocatalyst for enhancing reaction kinetics of water oxidation. Chinese Journal of Structural Chemistry, 2024, 43(2): 100243-100243. doi: 10.1016/j.cjsc.2024.100243
17. [17]
  Yang Yang , Jing-Li Luo , Xian-Zhu Fu . Water-oxidation intermediates enabling electrochemical propylene epoxidation. Chinese Journal of Structural Chemistry, 2024, 43(5): 100269-100269. doi: 10.1016/j.cjsc.2024.100269
18. [18]
  Gu Gong , Mengzhu Li , Ning Sun , Ting Zhi , Yuhao He , Junan Pan , Yuntao Cai , Longlu Wang . Versatile oxidized variants derived from TMDs by various oxidation strategies and their applications. Chinese Chemical Letters, 2024, 35(6): 108705-. doi: 10.1016/j.cclet.2023.108705
19. [19]
  Erzhuo Cheng , Yunyi Li , Wei Yuan , Wei Gong , Yanjun Cai , Yuan Gu , Yong Jiang , Yu Chen , Jingxi Zhang , Guangquan Mo , Bin Yang . Galvanostatic method assembled ZIFs nanostructure as novel nanozyme for the glucose oxidation and biosensing. Chinese Chemical Letters, 2024, 35(9): 109386-. doi: 10.1016/j.cclet.2023.109386
20. [20]
  Zhipeng Wan , Hao Xu , Peng Wu . Selective oxidation using in-situ generated hydrogen peroxide over titanosilicates. Chinese Journal of Structural Chemistry, 2024, 43(6): 100298-100298. doi: 10.1016/j.cjsc.2024.100298