4380-68-1Relevant articles and documents
Steric effects of polymethylcarboranes. Unusual reactivity of N-(deca-B-methyl-1,12-dicarba-closo-dodecaborane-1-carbonyl)pyridinium
Yaguchi, Kyoko,Endo, Yasuyuki
, p. 7351 - 7354 (1999)
Reaction of deca-B-methyl-1,12-dicarba-closo-dodecaborane-1-carbonyl chloride with aniline in pyridine gives predominantly deca-B-methyl-1,12-dicarba-closo-dodecaborane-1-carboxamide, accompanied by a small amount of the expected anilide. The results may be interpreted in terms of nucleophilic attack of aniline at the 2'-position of the N-(deca-B-methyl-1,12-dicarba-closo-dodecaborane-1-carbonyl)pyridinium intermediate, followed by ring-opening of the pyridine nucleus and recyclization.
A novel oxidative procedure for the synthesis of benzamides from styrenes and amines under metal-free conditions
Sharif, Muhammad,Gong, Jin-Long,Langer, Peter,Beller, Matthias,Wu, Xiao-Feng
, p. 4747 - 4750 (2014/05/06)
An interesting procedure for the oxidative synthesis of amides from styrenes and amines has been developed. Various primary amides were formed in moderate yields (25-81%). Secondary amides can be produced in moderate yields as well (41-68%). Notably, no transition metal catalyst was needed for this transformation. This is the first example of oxidative transformation of styrenes to benzamides. This journal is the Partner Organisations 2014.
Benzamide synthesis by direct electrophilic aromatic substitution with cyanoguanidine
Naredla, Rajasekhar Reddy,Klumpp, Douglas A.
experimental part, p. 4779 - 4781 (2012/09/07)
Cyanoguanidine is an inexpensive commodity chemical and it is found to be a useful reagent for the direct Friedel-Crafts carboxamidation of arenes. The reaction works best in an excess of Bronsted superacid, an observation suggesting the involvement of a superelectrophilic intermediate. Theoretical calculations indicate that the most stable diprotonated species involves protonation at the guanidine and cyano nitrogen atoms.
Facile and highly selective conversion of nitriles to amides via indirect acid-catalyzed hydration using TFA or AcOH-H2SO4
Moorthy, Jarugu Narasimha,Singhal, Nidhi
, p. 1926 - 1929 (2007/10/03)
(Chemical Equation Presented) Both aliphatic and aromatic nitriles are conveniently and selectively converted in a single step, via an indirect acid-catalyzed hydration, into the corresponding amides in 1-8 h using a TFA-H2SO4 mixture as a reagent system. Although the same reagent did not work for the sterically hindered nitriles such as mesitonitrile, the transformation could be accomplished by changing TFA to AcOH at higher temperatures (>90°C).
On the Nature of Resonance Interactions in Substituted Benzenes. Part 3. A 13C Nuclear Magnetic Resonance Study of Substituent Effects in 4-Substituted Benzamides and Methyl Benzoates in Dimethyl sulphoxide
Dell'Erba, Carlo,Mele, Andrea,Novi, Marino,Petrillo, Giovanni,Sancassan, Fernando,Spinelli, Domenico
, p. 2055 - 2058 (2007/10/02)
The substituent effect on the carbonyl-carbon chemical shift in 4-X-benzamides 2 and in 2,6-dimethyl-4-X-benzamides 2' has been studied in (CD3)2SO.Comparison of the results with those obtained from the corresponding methyl 4-X-benzoates 1 and 1'in the sa
Efficient Generation and Use of 3-carboalkoxycyclopentadienone as a Diels-Alder Dienophile
Nantz, M. H.,Fuchs, P. L.
, p. 5298 - 5299 (2007/10/02)
Treatment of benzyl 4-oxo-1-(phenylsulfonyl)cyclopent-2-ene-1-carboxylate (11) with amine base provides in situ generation of the cyclopentadienone moiety which has been shown to react with various dienes.Reaction temperature decreases up to 100 deg C wer
α-Aminosaeuren als nucleophile Acylaequivalente, V. Sterisch gelenkte Michael-Addition von Oxazolin-5-on-Anionen an aktivierte Doppelbindungen; Synthese von 1,4-Dicarbonylverbindungen und γ-Oxonitrilen
Wegmann, Helmut,Steglich, Wolfgang
, p. 2580 - 2594 (2007/10/02)
Oxazolin-5-ones with bulky substituents like mesityl or 1-butylcyclohexyl at C-2 undergo triethylamine catalyzed addition to activated olefins exclusively at C-4.Hydrolysis of the derived 4,4-disubstituted 2-mesityl-2-oxazolin-5-ones 9 leads to N-mesitoyl