Hydrodehalogenation of 1,1-dibromocyclopropanes by Grignard reagents promoted by titanium compounds †

Dulayymi, Juma’a R. Al; Baird, Mark S.; Bolesov, I. G.; Nizovtsev, Alexey V.; Tverezovsky, Viacheslav V.

doi:10.1039/a910317l

Cited by 19 publications

(11 citation statements)

References 71 publications

(62 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Our initial attempts at Ti(OiPr) 4 -catalyzed EtMgBr hydrodehalogenation of 5 under ice-cold or rt conditions did not generate 3- N monobromo 6 (Table , entries 1 and 2). Increasing both the reaction time and the number of reagent equivalents provided 6 in moderate yields (Table , entries 3 and 4) which improved 2-fold upon switching to iPrMgCl under cold conditions (Table , entry 5).…”

mentioning

confidence: 99%

Caged Cyclopropenes with Improved Tetrazine Ligation Kinetics

et al. 2019

View full text Add to dashboard Cite

Activatable cyclopropenes are unreactive toward their inverse electron demand Diels–Alder reaction partner (e.g., s-tetrazines) until they are activated. The activation strategy is highly modular due to the cyclopropene’s ability to be caged by various light- and enzyme-activatable groups. This work describes the next generation of activatable cyclopropenes with a new core scaffold that maintains the activation modularity of the first generation but improves upon the ligation kinetics with s-tetrazines by ≤270-fold.

show abstract

mentioning

confidence: 99%

Caged Cyclopropenes with Improved Tetrazine Ligation Kinetics

et al. 2019

View full text Add to dashboard Cite

show abstract

“…The combined organic layer was washed with aqueous 0.5 M HCl (20 mL) and saturated brine (20 mL), dried over Na 2 SO 4 , and concentrated. Purification by short column chromatography on silica gel with hexane gave decylcyclopropane ( [14], 4 [15], 5 [14], 6 [14], 7 [14] and 8 [16] are known compounds and were identified by spectral data with comparison of literature data.…”

Section: Methodsmentioning

confidence: 99%

Cyclopropanation of alkenes with CH2I2/Et3Al by the phase-vanishing method based on fluorous phase screen

Matsubara

Tsukida

Yasuda

et al. 2008

Journal of Fluorine Chemistry

View full text Add to dashboard Cite

“…23 In fact, reduction of the gem-dibromo moiety is easily achieved and is well documented. 24 With a bicyclic framework the product retains the exo-oriented halogen. 4,[6][7][8] More recently 25 the dimsyl anion (MeSOCH 2 -) in DMSO has been employed and for 2-substituted 1,1-dibromo-2ferrocenylcyclopropanes 26 the reaction is effective even with a bulky 2-substituent.…”

Section: Methodsmentioning

confidence: 99%