scholarly journals Chemoselective and metal-free reduction of α,β-unsaturated ketones by in situ produced benzeneselenol from O-(tert-butyl) Se-phenyl selenocarbonate

RSC Advances ◽  
2020 ◽  
Vol 10 (56) ◽  
pp. 33706-33717
Author(s):  
Andrea Temperini ◽  
Marco Ballarotto ◽  
Carlo Siciliano
Keyword(s):  
Double Bond ◽  
Hydrochloric Acid ◽  
Unsaturated Ketones ◽  
Metal Free ◽  
Tert Butyl ◽  
Carbon Double Bond

The carbon–carbon double bond of arylidene acetones and chalcones can be selectively reduced with benzeneselenol generated in situ by reacting O-(tert-butyl) Se-phenyl selenocarbonate with hydrochloric acid in ethanol.

Silyl-substituted α,β-Unsaturated Ketones from the Reaction of Silylvinylmetallic Reagents with Acid Anhydrides

1973 ◽  
Vol 51 (12) ◽  
pp. 2024-2032 ◽  
Author(s):  
A. G. Brook ◽  
J. M. Duff
Keyword(s):  
Double Bond ◽  
Low Temperatures ◽  
Silyl Group ◽  
Unsaturated Ketones ◽  
Carbon Double Bond ◽  
Benzoic Anhydride ◽  
Acid Anhydrides ◽  
By Products

The reactions of a series of silyl-substituted vinylmetallic reagents with acetic and benzoic anhydride have been investigated as a general route to α,β-unsaturated ketones having a silyl group attached to the carbon–carbon double bond. The reaction has been found to be generally applicable for acetyl derivatives provided low temperatures are used but the reaction with benzoic anhydride gives poorer results. The i.r. and u.v. spectra of the ketones are discussed. The characterization of novel 1,4-dienes obtained as by-products in the syntheses is also described.

scholarly journals Novel Metal-Free Hydrogenation of the Carbon—Carbon Double Bond in Azulenoid Enones by Use of Cycloheptatriene and Protic Acid.

ChemInform ◽  
2006 ◽  
Vol 37 (46) ◽  
Author(s):  
Takatomo Kimura ◽  
Tohru Takahashi ◽  
Mitsuko Nishiura ◽  
Kimiaki Yamamura
Keyword(s):  
Double Bond ◽  
Metal Free ◽  
Carbon Double Bond

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.

Modular DNA-based hybrid catalysts as a toolbox for enantioselective hydration of α,β-unsaturated ketones

2019 ◽  
Vol 17 (9) ◽  
pp. 2548-2553 ◽  
Author(s):  
Ji Hye Yum ◽  
Soyoung Park ◽  
Ryota Hiraga ◽  
Izumi Okamura ◽  
Shunta Notsu ◽  
...  
Keyword(s):  
Double Bond ◽  
Direct Access ◽  
Chiral Alcohols ◽  
Unsaturated Ketones ◽  
Hybrid Catalysts ◽  
Carbon Double Bond ◽  
Direct Addition

The direct addition of water to a carbon–carbon double bond remains a challenge, but such a reaction is essential for the development of efficient catalysts that enable direct access to chiral alcohols.

Ascorbic Acid Promoted Metal-Free Synthesis of Aryl Sulfides with Anilines Nitrosated in Situ by tert-Butyl Nitrite

Synlett ◽  
2015 ◽  
Vol 26 (13) ◽  
pp. 1841-1846 ◽  
Author(s):  
Chun Cai ◽  
Mei-jie Bu ◽  
Guo-ping Lu
Keyword(s):  
Ascorbic Acid ◽  
Metal Free ◽  
Tert Butyl ◽  
Aryl Sulfides

Asymmetric reduction of α,β-unsaturated ketones with a carbon-carbon double-bond reductase from baker's yeast

1998 ◽  
Vol 39 (29) ◽  
pp. 5225-5228 ◽  
Author(s):  
Yasushi Kawai ◽  
Motoko Hayashi ◽  
Yoshikazu Inaba ◽  
Kentarou Saitou ◽  
Atsuyoshi Ohno
Keyword(s):  
Double Bond ◽  
Asymmetric Reduction ◽  
Baker’S Yeast ◽  
Baker's Yeast ◽  
Unsaturated Ketones ◽  
Carbon Double Bond ◽  
Double Bond Reductase

ChemInform Abstract: Transition-Metal-Free Oxychlorination of Alkenyl Oximes: In situ Generated Radicals with tert-Butyl Nitrite.

ChemInform ◽  
2016 ◽  
Vol 47 (50) ◽  
Author(s):  
Xiao-Wei Zhang ◽  
Zu-Feng Xiao ◽  
Mei-Mei Wang ◽  
Yan-Jun Zhuang ◽  
Yan-Biao Kang
Keyword(s):  
Transition Metal ◽  
Metal Free ◽  
Tert Butyl
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