An elegant approach for the rapid synthesis of β-cyanoepoxides 3 by the epoxidation of β-cyanostyrenes 1 with PIDA 2a is described. The epoxidation of β-cyanostyrenes 1 was performed with 1.2 equiv. of PIDA 2a in MeCN-H2O (1:1) at room temperature in ultrasonic bath. The epoxidation reactions were completed in short reaction time and β-cyanoepoxides 3 were isolated in 69–94% yields. © 2018, © 2018 Taylor &amp; Francis.

Fateh Veer Singh

Chemistry

School of Advanced Sciences

Chennai Campus

Mangaonkar S.R

Kole P.B.

Vellore Institute of Technology (VIT) is a private university located in&nbsp;Tamil Nadu, India. Founded in 1984, as Vellore Engineering College, the institution offers 20 undergraduate, 34 postgraduate, four integrated and four research programs. It has campuses in Vellore, Amravati, Bhopal and Chennai.

VIT is one of the top ranked private universities in India according to NIRF, THE and QS Rankings.&nbsp;Govt. of India has recognized&nbsp;VIT, Vellore as an&nbsp;Institution of Eminence. This has allowed VIT to take independent quality initiatives and move up in world ranking.

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Ultrasound-assisted rapid synthesis of β-cyanoepoxides using hypervalent iodine reagents

Synthetic Communications

A convenient approach for the synthesis of β-cyanoepoxides is illustrated by iodine(III)-catalyzed epoxidation of electron-deficient β-cyanostyrenes, wherein the active catalytic iodine(III) species was generated in situ. The epoxidation of β-cyanostyrenes was performed using 10 mol% PhI as precatalyst in the presence of 2.0 equivalents Oxone as an oxidant and 2.4 equivalents of TFA as an additive at room temperature under ultrasonic radiations. The β-cyanoepoxides were isolated in good to excellent yields in a short reaction time.

Fulltext

Synthesis

Hypervalent Iodine(III)-Catalyzed Epoxidation of β-Cyanostyrenes

An ultrasound-assisted rapid synthesis of meta-terphenyls 9 by the carbanion-induced ring transformation reaction of 6-aryl-5-methyl-2H-pyran-2-ones 7 with functionalized ketones 8 under basic conditions at room temperature has been delineated. The present method gives an easy access to functionally crowded m-terphenyls 9 with notable features including mild reaction condition, remarkable functional groups tolerance, shorter reaction time and high product yields. © 2019, © 2019 Taylor & Francis Group, LLC.

Ultrasound-assisted one pot synthesis of polysubstituted meta-terphenyls using ring transformation strategy

An alternative approach is described for the oxidation of organosulfides to the corresponding organosulfones by using trifluoromethyl 3-oxo-1λ3,2-benziodoxole-1(3H)-carboxylate as an oxidant. The oxidation of the sulfides was performed by using 2.4 equivalents of the oxidant in refluxing acetonitrile. The oxidation products were isolated in good to excellent yields.

Synlett

Oxidation of Organosulfides to Organosulfones with Trifluoromethyl 3-Oxo-1λ3,2-benziodoxole-1(3H)-carboxylate as an Oxidant

Feasting in Southeast Asia

References Cited

Chemical Reviews

Advances in Synthetic Applications of Hypervalent Iodine Compounds

Ultrasonics Sonochemistry

Catalyst-free sonosynthesis of highly substituted propanamide derivatives in water

Comptes Rendus Chimie

Ultrasound-assisted, one-pot, three-component synthesis and antibacterial activities of novel indole derivatives containing 1,3,4-oxadiazole and 1,2,4-triazole moieties

Journal	Synthetic Communications
Publisher	Informa UK Limited
ISSN	0039-7911
Open Access	0