Preparation of methyl carbamates from primary alkyl-and arylcarboxamides using hypervalent iodine

…, RK Vaid, O Prakash, SM Tuladhar

文献索引：Moriarty, Robert M.; Chany, Calvin J.; Vaid, Rahde K.; Prakash, Om; Tuladhar, Sudersan M. Journal of Organic Chemistry, 1993 , vol. 58, # 9 p. 2478 - 2482

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被引用次数: 95

摘要

A series of 14 primary alkyl-and arylcarboxarnides were treated with PhI (0Ac) z in KOH- CH30H at 5-10 OC to give the corresponding methyl carbamates in good to excellent yields. These conditions avoid the use of elemental bromine or heavy metal reagents (Pb (OAc) r, AgOAc, Hg (OAc) z), while taking advantage of the commercial availability of PhI (0Ac) e. The methyl carbamates are easily purified via column chromatography on silica gel. The ...