Synthesis, Inhaltsverzeichnis Synthesis 2016; 48(01): 43-47DOI: 10.1055/s-0035-1560726 psp © Georg Thieme Verlag Stuttgart · New York One-Pot Synthesis of O-Aryl Carbamates Sami E. Varjosaari Department of Chemistry & Biochemistry, Northern Illinois University, 1425 W. Lincoln Hwy., DeKalb, IL 60115-2828, USA eMail: mjadler@niu.edu , Paolo Suating Department of Chemistry & Biochemistry, Northern Illinois University, 1425 W. Lincoln Hwy., DeKalb, IL 60115-2828, USA eMail: mjadler@niu.edu , Marc J. Adler* Department of Chemistry & Biochemistry, Northern Illinois University, 1425 W. Lincoln Hwy., DeKalb, IL 60115-2828, USA eMail: mjadler@niu.edu › Institutsangaben Artikel empfehlen Abstract Artikel einzeln kaufen Alle Artikel dieser Rubrik Abstract A simple, versatile, one-pot procedure for the synthesis of substituted O-aryl carbamates has been developed, and a protocol is henceforth described. N-Substituted carbamoyl chloride is formed in situ and subsequently reacted with a substituted phenol, avoiding the direct manipulation of sensitive reactants. This procedure offers an economical and efficient route to many compounds of interest. Key words Key words O-aryl carbamates - phenyl carbamates - one-pot - versatile - safe - high yield Volltext Referenzen References 1 Colovic MB, Krstic DZ, Lazarevic-Pasti TD, Bondzic AM, Vasic VM. Curr. Neuropharmacol. 2013; 11: 315 2 Gündisch D, Andrä M, Muñoz L, Tilotta MC. Bioorg. Med. Chem. 2004; 3 Murillo Garrido JV, Armengol Montserrat M, Martín Juárez J. ES. Pat. Appl PCT/ES2006/000459, 2006 , Chem. Abstr. 2007, 146, 206113. 4 Gooyit M, Song W, Mahasenan KV, Lichtenwalter K, Suckow MA, Schroeder VA, Wolter WR, Mobashry S, Chang M. J. Med. Chem. 2013; 56: 8139 5 Sun L, Wu J, Luo M, Wang X, Pan M, Gou Z, Sun D. Molecules 2011; 16: 9739 6 Hron R, Jursic BS. Tetrahedron Lett. 2014; 55: 1540 7 Morinaka H, Murakami M, Watanabe H, Nonaka Y, Nakanishi A, Tsuzuki K, Konnai M, Takematsu T. Weed Res. Jpn. 1994; 39: 1 8 Sibi MP, Chattopadhyay S, Dankwardt JW, Snieckus V. J. Am. Chem. Soc. 1985; 107: 6312 9 Snieckus V. Chem. Rev. 1990; 90: 6 10 Schröder N, Wencel-Delord J, Glorius F. J. Am. Chem. Soc. 2012; 134: 8298 11 Yang X, Sun Y, Chen Z, Rao Y. Adv. Synth. Catal. 2014; 356: 1625 12a Rao Y, Sun X, Yao X, Zhang C. Chem. Commun. 2015; 51: 10014 12b Sun X, Sun Y, Zhang C, Rao Y. Chem. Commun. 2014; 50: 1262 12c Nicholas KM, John A. J. Org. Chem. 2012; 77: 5600 12d Zhao X, Yeung CS, Dong VM. J. Am. Chem. Soc. 2010; 132: 5837 13 Koch E, Takise R, Studer A, Yamaguchi J, Itami K. Chem. Commun. 2015; 51: 855 14 Igarashi Y, Yanagisawa E, Oshima T, Takeda S, Aburada M, Miyamoto K.-I. Chem. Pharm. Bull. 2007; 55: 328 15 Falck JR, Wallukat G, Puli N, Goli M, Arnold C, Konkel A, Rothe M, Fischer R, Müller DN, Schunck W.-H. J. Med. Chem. 2011; 54: 4109 16a Reddy NV, Kumar GS, Kumar PS, Kantam ML, Reddy KR. Synlett 2014; 25: 2133 16b Phan NT. S, Nguyen TT, Vu PH. L. ChemCatChem 2013; 5: 3068 17 Senet J.-PG. Carbonic Acid Halides . In Science of Synthesis . Vol. 18; Knight JG. Georg Thieme; Stuttgart: 2005: 321-377 18 Ameer F, Green IR, Krohn K, Sitoza M. Synth. Commun. 2007; 37: 3041 19 Asahara H, Kataoka A, Hirao S, Nishiwaki N. Eur. J. Org. Chem. 2015; 3994
