69358-75-4

Upstream product

• 13063-43-9 dichloromalononitrile 
• 98-83-9 isopropenylbenzene 
• 109-77-3 malononitrile 
• 187737-37-7 propene 
• 1885-22-9 bromomalononitrile 

Relevant academic research and scientific papers

Continuous Processing and Efficient in Situ Reaction Monitoring of a Hypervalent Iodine(III) Mediated Cyclopropanation Using Benchtop NMR Spectroscopy

Real-time NMR spectroscopy has proven to be a rapid and an effective monitoring tool to study the hypervalent iodine(III) mediated cyclopropanation. With the ever increasing number of new synthetic methods for carbon-carbon bond formation, the NMR in situ monitoring of reactions is becoming a highly desirable enabling method. In this study, we have demonstrated the versatility of benchtop NMR using inline and online real-time monitoring methods to access mutually complementary information for process understanding, and we developed new approaches for real-time monitoring addressing challenges associated with better integration into continuous processes.

Hypervalent iodine(iii)-mediated cyclopropa(e)nation of alkenes/alkynes under mild conditions

Hypervalent iodine(iii)-mediated dioxygenation and diamination of alkenes have been previously developed. In this study, the potential application of hypervalent iodine(iii) reagent was successfully extended to the dialkylation and cyclopropa(e)nation of

Hypoiodite-mediated cyclopropanation of alkenes

An efficient, transition metal-free procedure for the cyclopropanation of alkenes using malononitrile and the LiI-tBuOCl combination under mild reaction conditions is described. The reaction mechanism most likely involves tBuOI generated in situ from LiI and tBuOCl. The utility of this new methodology has been demonstrated by the synthesis of a potential HIV-1 RT inhibitor. An efficient, transition-metal-free procedure for the cyclopropanation of alkenes using malononitrile and the LiI/tBuOCl combination under mild reaction conditions is described. The reaction mechanism most likely involves tBuOI generated in situ from LiI and tBuOCl. The utility of this new methodology has been demonstrated by the synthesis of a potential HIV-1 RT inhibitor (see scheme).

Hypoiodite-mediated catalytic cyclopropanation of alkenes with malononitrile

An efficient synthetic procedure for di-cyano-cyclopropanation of alkenes using catalytic amounts of molecular iodine as a precatalyst and tert-butyl hydroperoxide (TBHP) as a terminal oxidant under mild conditions has been developed. This catalytic reaction works especially well for the aryl-substituted double bond affording products of cyclopropanation in high yields. A catalytic cycle based on the generated in situ hypoiodite species has been proposed,.

Sequential ATRA/reductive cyclopropanation reactions with a ruthenium catalyst in the presence of manganese

Atom-transfer radical addition (ATRA) reactions of ethyl trichloroacetate, dichloromalononitrile, or diethyl 2,2-dichloromalonate with olefins followed by dechlorination have provided functionalized cyclopropanes in one step. The RuIII complex

Single electron transfer induced elemental steps in the transformation of iodomalonic esters and related CH-acids under solid-liquid PTC conditions. Preparation of electrophilic cyclopropanes

Single electron transfer induced elemental steps have been shown to occur during the transformation of iodomalonic esters and related CH-acids to cyclopropane derivatives under solid-liquid phase transfer catalytic conditions. The iodo derivatives are formed from iodine and CH-acids "in situ", in the same pot in which the transformations to cyclopropane derivatives take place. A number of electrophilic cyclopropanes with a wide range of substituents have been synthetised by this route.