2014
DOI: 10.1246/cl.140075
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A New, Efficient, and Catalyst-free Microwave-assisted Approach for Formation of O-tert-Butoxy Carbonates

Abstract: A new simple, efficient, greener, and catalyst-free chemoselective protocol for the O-tert-butoxycarbonylation of various structurally diverse hydroxy compounds was carried out with (Boc)2O under microwave radiation. The corresponding O-tert-butoxy carbonates were obtained in good to excellent yields in a short reaction time without any side reactions.

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Cited by 5 publications
(2 citation statements)
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“…Under these conditions, however, the Boc‐protected alcohols have been frequently accompanied by the corresponding undesired symmetrical carbonates as byproducts . There have been reports on improving the methods for preparing Boc‐protected alcohols in the presence of catalysts such as CeCl 3 , V(O)(OTf) 2 , Zn(OAc) 2 , BiCl 3 , NaLaTiO 4 , mesoporous silica‐supported Er(III), MgO‐ZrO 2 nanoparticles, o ‐Py 4 Sn, and reduced graphene oxide, as well as by a catalyst‐free microwave‐assisted approach . Although these methods are useful under limited conditions, the production of Boc protected alcohols is still dependent on the alcohol structures.…”
Section: Methodsmentioning
confidence: 99%
“…Under these conditions, however, the Boc‐protected alcohols have been frequently accompanied by the corresponding undesired symmetrical carbonates as byproducts . There have been reports on improving the methods for preparing Boc‐protected alcohols in the presence of catalysts such as CeCl 3 , V(O)(OTf) 2 , Zn(OAc) 2 , BiCl 3 , NaLaTiO 4 , mesoporous silica‐supported Er(III), MgO‐ZrO 2 nanoparticles, o ‐Py 4 Sn, and reduced graphene oxide, as well as by a catalyst‐free microwave‐assisted approach . Although these methods are useful under limited conditions, the production of Boc protected alcohols is still dependent on the alcohol structures.…”
Section: Methodsmentioning
confidence: 99%
“…More recently, Zolfigol et al reported a green method for the synthesis of N-sulfonyl imines using WCl 6 as novel, highly facile and reusable catalyst (35). In continuation of our interest toward development of useful green synthetic methodology (36)(37)(38)(39)(40), we report the successful and efficient method for the synthesis of N-sulfonyl imines via the reaction of chloroethylsulfonamides with various aldehydes under solvent-and catalyst-free conditions.…”
Section: Introductionmentioning
confidence: 99%