Tandem Cyclization of α-Cyano α-Alkynyl Aryl Ketones Induced by tert-Butyl Hydroperoxide and Tetrabutylammonium Iodide

2012 ◽  
Vol 14 (23) ◽  
pp. 6024-6027 ◽  
Author(s):  
Ying-Chieh Wong ◽  
Chen-Tso Tseng ◽  
Tzu-Ting Kao ◽  
Yu-Cheng Yeh ◽  
Kak-Shan Shia
Keyword(s):  
Butyl Hydroperoxide ◽  
Tert Butyl ◽  
Tert Butyl Hydroperoxide ◽  
Aryl Ketones ◽  
Tetrabutylammonium Iodide ◽  
Tandem Cyclization

Tetrabutylammonium Iodide Catalyzed Synthesis of Allylic Ester with tert-Butyl Hydroperoxide as an Oxidant

2012 ◽  
Vol 14 (13) ◽  
pp. 3384-3387 ◽  
Author(s):  
Erbo Shi ◽  
Ying Shao ◽  
Shulin Chen ◽  
Huayou Hu ◽  
Zhaojun Liu ◽  
...  
Keyword(s):  
Butyl Hydroperoxide ◽  
Tert Butyl ◽  
Tert Butyl Hydroperoxide ◽  
Tetrabutylammonium Iodide

scholarly journals α-Acetoxyarone synthesis via iodine-catalyzed and tert-butyl hydroperoxide-mediateded self-intermolecular oxidative coupling of aryl ketones

2017 ◽  
Vol 13 ◽  
pp. 1079-1084 ◽  
Author(s):  
Liquan Tan ◽  
Cui Chen ◽  
Weibing Liu
Keyword(s):  
Oxidative Coupling ◽  
Optimum Conditions ◽  
Butyl Hydroperoxide ◽  
Metal Free ◽  
Tert Butyl ◽  
Radical Intermediates ◽  
Tert Butyl Hydroperoxide ◽  
Aryl Ketones

We present a metal-free method for α-acetoxyarone synthesis by self-intermolecular oxidative coupling of aryl ketones using I2−tert-butyl hydroperoxide (TBHP). Under the optimum conditions, various aryl ketones gave the corresponding products in moderate to excellent yields. A series of control experiments were performed; the results suggest the involvement of radical pathways. Multiple radical intermediates were generated in situ and the overall process involved several different reactions, which proceeded self-sequentially in a single reactor. A labeling experiment using 18O-labeled H2O confirmed that the oxygen in the product was derived from TBHP, not from H2O in the TBHP solvent.

Tetrabutylammonium Iodide-Promoted Acyloxylation–Peroxidation of Alkenes with Carboxylic Acid and tert-Butyl Hydroperoxide

Synlett ◽  
2019 ◽  
Vol 30 (14) ◽  
pp. 1708-1712 ◽  
Author(s):  
Rongxiang Chen ◽  
Wei Chen ◽  
Yuntao Shen ◽  
Zhan-Yong Wang ◽  
Wei Dai ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Efficient Synthesis ◽  
Butyl Hydroperoxide ◽  
Tert Butyl ◽  
Tert Butyl Hydroperoxide ◽  
Synthetic Utility ◽  
Tetrabutylammonium Iodide

An efficient synthesis of tert-butyl peroxides through TBAI-promoted acyloxylation–peroxidation of alkenes by using a carboxylic acid and tert-butyl hydroperoxide was developed. The synthetic utility of our method is enhanced by simple manipulations, easily available starting materials, and a wide substrate scope.

Tetrabutylammonium Iodide Catalyzed Epoxidation of Naphthoquinone Derivatives with tert-Butyl Hydroperoxide as an Oxidant

Synthesis ◽  
2017 ◽  
Vol 49 (17) ◽  
pp. 4017-4024 ◽  
Author(s):  
Bai-Ru Ai ◽  
Xu-Ling Chen ◽  
Yu Dong ◽  
Lei Tang ◽  
Ji-Yu Wang
Keyword(s):  
Reaction Time ◽  
Silicon Dioxide ◽  
Environmentally Benign ◽  
Reaction Conditions ◽  
Short Reaction Time ◽  
Butyl Hydroperoxide ◽  
Tert Butyl ◽  
Tert Butyl Hydroperoxide ◽  
Tetrabutylammonium Iodide ◽  
High Yields

An efficient and environmentally benign procedure has been developed for the epoxidation of naphthoquinone derivatives by using tetrabutylammonium iodide as a catalyst and tert-butyl hydroperoxide as an oxidant in the presence of silicon dioxide. This protocol, which provides a facile base-free methodology for the synthesis of some new naphthoquinone-based epoxides, features mild reaction conditions, high yields, remarkably short reaction time, and broad substrate scope

ChemInform Abstract: Tetrabutylammonium Iodide Catalyzed Synthesis of Allylic Ester with tert-Butyl Hydroperoxide as an Oxidant.

ChemInform ◽  
2012 ◽  
Vol 43 (43) ◽  
pp. no-no
Author(s):  
Erbo Shi ◽  
Ying Shao ◽  
Shulin Chen ◽  
Huayou Hu ◽  
Zhaojun Liu ◽  
...  
Keyword(s):  
Butyl Hydroperoxide ◽  
Tert Butyl ◽  
Tert Butyl Hydroperoxide ◽  
Tetrabutylammonium Iodide

Tetrabutylammonium iodide catalyzed hydroxylation of naphthoquinone derivatives with tert-butyl hydroperoxide as an oxidant

2018 ◽  
Vol 59 (40) ◽  
pp. 3620-3623 ◽  
Author(s):  
Dong Yu ◽  
Xu-Ling Chen ◽  
Bai-Ru Ai ◽  
Xiao-Mei Zhang ◽  
Ji-Yu Wang
Keyword(s):  
Butyl Hydroperoxide ◽  
Tert Butyl ◽  
Tert Butyl Hydroperoxide ◽  
Tetrabutylammonium Iodide
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