5255-70-9Relevant academic research and scientific papers
Nickel(II)- And Silver(I)-Catalyzed C-H Bond Halogenation of Anilides and Carbamates
Kianmehr, Ebrahim,Afaridoun, Hadi
, p. 1513 - 1523 (2020/12/14)
ortho -C-H bond halogenation of anilides and N -aryl carbamates using easily available N -halosuccinimides (NXS) as the active halogenation reagent in the presence of nickel or silver catalyst has been developed. This method provides a new approach to 2-haloanilides and carbamates, which may serve as starting materials for the synthesis of pharmaceutically and biologically active compounds.
Teaching Old Compounds New Tricks: DDQ-Photocatalyzed C?H Amination of Arenes with Carbamates, Urea, and N-Heterocycles
Das, Somnath,Natarajan, Palani,K?nig, Burkhard
supporting information, p. 18161 - 18165 (2017/12/28)
The C?H amination of benzene derivatives was achieved using DDQ as photocatalyst and BocNH2 as the amine source under aerobic conditions and visible light irradiation. Electron-deficient and electron-rich benzenes react as substrates with moderate to good product yields. The amine scope of the reaction comprises Boc-amine, carbamates, pyrazoles, sulfonimides and urea. Preliminary mechanistic investigations indicate arene oxidation by the triplet of DDQ to radical cations with different electrophilicity and a charge transfer complex between the amine and DDQ as intermediate of the reaction.
Structure-activity relationship study of arylsulfonylimidazolidinones as anticancer agents
Sharma, Vinay K.,Lee, Ki-Cheul,Venkateswararao, Eeda,Joo, Cheonik,Kim, Min-Seok,Sharma, Niti,Jung, Sang-Hun
supporting information; experimental part, p. 6829 - 6832 (2011/12/22)
In an effort to find novel N-arylsulfonylimidazolidinones as highly potent anticancer agent, the structure-activity relationship of ethyl 2-methyl-4-(2-oxo-4-phenylimidazolidin-1-ylsulfonyl)phenylcarbamate was explored through synthesis and evaluation of
Dibutyltin oxide catalyzed aminolysis of oxalate to carbamate, oxamate and derivatives of imidazolidine trione
Kunde, Lalita B.,Kalyani, Vishwanath S.,Gupte, Sunil P.
experimental part, p. 402 - 407 (2010/08/06)
Catalytic aminolysis of oxalates by simple and substituted ureas has been shown to give carbamates, oxamates and derivatives of imidazolidine trione. Various substituted ureas and oxalates were screened to verify the applicability of the protocol. The rol
Facile double-lithiation of a transient urea: Vicarious ortho -metalation of aniline derivatives
Houlden, Chris E.,Lloyd-Jones, Guy C.,Booker-Milburn, Kevin I.
supporting information; experimental part, p. 3090 - 3092 (2010/09/05)
A convenient one-pot method for the conversion of phenylisocyanate into ortho-functionalized aniline derivatives has been developed. The reaction proceeds via the selective ortho-metalation of a transient labile urea, which can be considered as a synthetic equivalent of 2-lithio-phenylisocyanate, a highly improbable intermediate.
Cyanomethyl anion/carbon dioxide system: An electrogenerated carboxylating reagent. Synthesis of carbamates under mild and safe conditions
Feroci, Marta,Casadei, Maria Antonietta,Orsini, Monica,Palombi, Laura,Inesi, Achille
, p. 1548 - 1551 (2007/10/03)
A new carboxylating reagent (-CH2CN/CO2) was obtained by bubbling CO2 in a CH3CN-TEAP (tetraethylammonium perchlorate) solution previously electrolyzed under galvanostatic control. Organic carbamates were isolated from these solutions after addition of amines and an alkylating agent. In this paper, we describe the optimized conditions for the electrochemical synthesis of carbamates from amines and CO2, in mild and safe conditions, without any addition of bases, probases, or catalysts. Carbamates were isolated from primary and secondary aliphatic amines in high to excellent yields and from aromatic amines in moderate yields (dependent on the nucleophilicity of the nitrogen atom).
BENZIMIDAZOLIDINONE DERIVATIVES
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Page/Page column 14, (2010/02/07)
The present invention can provide novel compounds useful as orally administrable growth hormone releaser, more specifically a benzimidazolidinone derivative of formula (1) or a pharmaceutically acceptable salt thereof:(1) wherein R1 is optional
The reaction of amines with an electrogenerated base. Improved synthesis of arylcarbamic esters
Feroci, Marta,Inesi, Achille,Rossi, Leucio
, p. 963 - 966 (2007/10/03)
The electrogenerated base of 2-pyrrolidone reacts with amines and anilines yielding the corresponding alkyl and aryl carbamates, after addition of carbon dioxide and ethyl iodide. Arylcarbamic esters are obtained in very good yields under mild reaction conditions with respect to the methods so far reported. (C) 2000 Elsevier Science Ltd.
Naphthalene-catalysed lithiation of functionalized chloroarenes: Regioselective preparation and reactivity of functionalized lithioarenes
Guijarro, Albert,Ramon, Diego J.,Yus, Miguel
, p. 469 - 482 (2007/10/02)
The lithiation of different functionalized chloroarenes (dichlorobenzenes 1 and 3, mono and dichlorophenols 9 and 14, and chloropivalanilides 18) in the presence of a catalytic amount of naphthalene leads to the corresponding functionalized lithioarenes, which react with electrophiles to give the expected polyfunctionalized aromatic molecules 2, 4, 10, 19, 21, 22 and 24 in a regioselective manner. In the case of starting from chlorinated phenols or anilides a deprotonation of the functional group is carried out prior to the lithiation process; only for 2-chloropivalanilide 18o a coupling reaction leading to 2-n-butylpivalanilide is observed when an excess of n-butyllithium is used in the deprotonation step.
PLATINUM COMPLEX CATALYZED REDUCTIVE N-CARBONYLATION OF NITROARENES TO THE CARBAMATES.
Watanabe,Tsuji,Takeuchi,Suzuki
, p. 3343 - 3348 (2007/10/02)
The platinum catalyst combined with triphenylphosphine, tin(IV) chloride, and triethylamine showed high activity for the reductive N-carbonylation of nitroarene in ethanol at 180 degree C under carbon monoxide of 60 kg cm** minus **2. From nitrobenzene, ethyl phenylcarbamate was obtained in 83% yield. Iron(III) chloride, aluminum chloride and titanium(IV) chloride could be used as Lewis acids in place of tin(IV) chloride. Various nitroarenes were transformed into corresponding carbamate in moderate to excellent yields with the platinum catalyst.
