103369-12-6Relevant articles and documents
Designing a Cr-catalyst bearing redox non-innocent phenalenyl-based ligand towards hydrosilylative CO2functionalization
Chakraborty, Soumi,Das, Arpan,Ahmed, Jasimuddin,Barman, Sayani,Mandal, Swadhin K.
, p. 13788 - 13791 (2020)
Herein, we report the synthesis of a Cr(iii)-complex bearing a redox non-innocent phenalenyl-based ligand and its use as a catalyst for SET mediated hydrosilylative reduction of carbon dioxide towards formylation of primary amides under mild conditions. A
Expedient synthesis of highly substituted 3,4-dihydro-1,2-oxathiine 2,2-dioxides and 1,2-oxathiine 2,2-dioxides: revisiting sulfene additions to enaminoketones
Aiken, Stuart,Anozie, Kelechi,De Azevedo, Orlando D. C. C.,Cowen, Lewis,Edgar, Ross J. L.,Gabbutt, Christopher D.,Heron, B. Mark,Lawrence, Philippa A.,Mills, Abby J.,Rice, Craig R.,Urquhart, Mike W. J.,Zonidis, Dimitrios
, p. 9585 - 9604 (2019)
Diversely substituted 1,2-oxathiine 2,2-dioxides, including 3,5,6-triaryl-, 3,6-diaryl-, 3,5-diaryl-, 5,6-diaryl- and selected fused heterocyclic analogues, have been efficiently obtained by the application of a mild Cope elimination of a 4-amino moiety from the requisite 4-amino-3,4-dihydro-1,2-oxathiine 2,2-dioxides, which themselves were readily obtained by the addition of sulfenes to enaminoketones.
Selective: N-formylation/N-methylation of amines and N-formylation of amides and carbamates with carbon dioxide and hydrosilanes: Promotion of the basic counter anions of the zinc catalyst
Zhang, Qiao,Lin, Xiao-Tao,Fukaya, Norihisa,Fujitani, Tadahiro,Sato, Kazuhiko,Choi, Jun-Chul
supporting information, p. 8414 - 8422 (2020/12/29)
A catalyst composed of commercially available Zn(OAc)2 and 1,10-phenanthroline (phen) was effective in the N-formylation/N-methylation of amines using CO2 as the C1 source in the presence of hydrosilanes. An equimolar reaction of N-methylaniline with PhSiH3 under a CO2 atmosphere yielded the N-formylation product in 92% yield at 25 °C. Scale-up of the reaction using 10 mmol substrate was also successful in affording the desired product in 83% yield (1.1 g). This catalyst exhibits a high thermal stability and a turnover number (TON) of 385000 at 150 °C. In addition, the reaction of N-methylaniline in the presence of excess Ph2SiH2 produced N,N-dimethylaniline. Furthermore, our catalytic protocol was developed for the N-formylation of amides and carbamates, which have smaller pKa values and lower reactivities than the corresponding amines. The present Zn(OAc)2/phen catalyst was found to show versatility in the conversion of CO2 and amines into several functionalized organic chemicals under mild conditions. We propose that the basic counter anion (i.e., the acetate) of the catalyst activates both the Si-H and N-H bonds.
Metal-Free Catalytic Formylation of Amides Using CO2 under Ambient Conditions
Hota, Pradip Kumar,Sau, Samaresh Chandra,Mandal, Swadhin K.
, p. 11999 - 12003 (2019/01/03)
This study reports the metal-free formylation of amides using carbon dioxide under ambient conditions. An abnormal N-heterocyclic carbene (aNHC) acts as an efficient catalyst for the formylation of amides in the presence of hydrosilane at room temperature
Otherwise inert reaction of sulfonamides/carboxamides with formamides via proton transfer-enhanced reactivity
Niu, Zaihai,Lin, Shaoxia,Dong, Zhiyong,Sun, Hao,Liang, Fushun,Zhang, Jingping
, p. 2460 - 2465 (2013/06/04)
NBS-mediated addition-elimination reaction of sulfonamides/carboxamides and formamides afforded N-sulfonylamidines and N-formylarylamides, respectively, depending on the different mechanism of elimination. Hydrogen bond-induced proton transfer leads to en
A facile synthesis of N-formylbenzamides by oxidative decarboxylation of N-aroylglycine induced by Ag+/S2O82-
Huang, Wenhua,Zhang, Li'e
, p. 738 - 739 (2007/10/03)
A facile method is described for the synthesis of N-formylbenzamides by oxidative decarboxylation of N-aroylglycine using catalytic silver(I) and 2 equivalents of ammonium persulfate as an oxidant in a biphasic system (CHCl 3/water).
The Oxidative Decarboxylation of N-Aroylglycines to N-(Aacetoxymethyl)benzamides and N-Formylbenzamides with Lead(IV) Acetate
Gledhill, Adrian P.,McCall, Carol J.,Threadgill, Michael D.
, p. 3196 - 3201 (2007/10/02)
Treatment of N-aroylglycines that do not bear a strong electron-withdrawing substituents with lead(IV) acetate in acetic acid/acetic anhydride mixtures at 60-100 deg C rapidly gives the corresponding N-(acetoxymethyl)benzamides and N-formylbenzamides in m
