39830-31-4Relevant articles and documents
Synthesis of cyclic organic carbonates via catalytic oxidative carboxylation of olefins in flow reactors
Sathe, Ajay A.,Nambiar, Anirudh M. K.,Rioux, Robert M.
, p. 84 - 89 (2017/01/13)
Methodology for direct catalytic conversion of olefins into cyclic carbonates using peroxide and carbon dioxide under relatively mild conditions is demonstrated. The protocol utilizes packed bed flow reactors in series to couple rhenium catalyzed olefin epoxidation and aluminum catalyzed epoxide carboxylation in a single sequence.
Hydrogen peroxide-or sodium hypochlorite-induced bromination of 1-arylbut-2-enes
Sadygov,Alimardanov
, p. 1661 - 1670 (2008/09/18)
Bromination of 1-arylbut-2-enes in the system [HBr or NaBr (KBr)-HX]-H 2O2 (or NaOCl) under relatively mild conditions leads to electrophilic addition of bromine or hypobromous acid at the side-chain double bond. Under more severe conditions, the process is accompanied by bromination of the aromatic ring. Treatment of the title compounds with peroxy acids (RCOOH-H2O2) gives the corresponding epoxy derivatives which react with HBr and oxygen-containing nucleophiles to produce α-bromo alcohols, diols, and diol acetates.
Friedel-Crafts Cyclialkylations of Some Epoxides
Taylor, Stephen K.,Hockerman, Gregory H.,Karrick, Gregory L.,Lyle, Stephen B.,Schramm, Scott B.
, p. 2449 - 2452 (2007/10/02)
Several arylalkyl epoxides (1-9) were investigated for cyclialkylation reactions.Cyclialkylation to form six-membered rings was observed (up to 91 percent isolated yields) at secondary but not at primary epoxide positions.Cyclialkylation was not observed with 4-phenyl-1,2-epoxybutane, but a m-methoxy substituent did promote ring closure to the primary position in moderate yield.Cyclialkylation to seven-membered rings occurred at a secondary position in reasonable yields; less rearrangement occured with the epoxide system than with analogous alkylating agents such as phenylalk yl alcohols.Reduced skeletal rearrangement is characteristic of cyclization reactions that occur with epoxides and suggests that the epoxide serves to moderate electrophilic reactivity.Cyclialkylation to form five-membered rings was not observed with epoxides that were capable of ring-opening at primary or secondary positions.