Radical Carboxylation: Ester Synthesis from Alkyl Iodides, Carbon Monoxide, and Alcohols under Irradiation Conditions
Radical Carboxylation: Ester Synthesis from Alkyl Iodides, Carbon Monoxide, and Alcohols under Irradiation Conditions
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DOI:
10.1021/ja964124g
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发表时间:
1997-06
影响因子:
15
通讯作者:
K. Nagahara;I. Ryu;M. Komatsu;N. Sonoda
中科院分区:
文献类型:
--
作者:
K. Nagahara;I. Ryu;M. Komatsu;N. Sonoda
There is little doubt that transition metal-catalyzed carbonylation of organic halides with CO to give carboxylic acids and their derivatives is a basic and important synthetic process (eq 1). 1, 2 It is well-known that the Monsanto Chemical Company produces acetic acid from methanol and CO and that a key step in this process involves the Rh-catalyzed carbonylation of methyl iodide to give acetyl iodide. 3 In this paper, however, we report a conceptually new method for the synthesis of carboxylic acid esters from the combination of alkyl iodides, alcohols, and CO that can be carried out with photoirradiation in the absence of a metal catalyst (eq 2). 4 In our previous paper, we reported the synthesis of acyl selenides by the photolysis of