The carbonylation of phenyl bromide and its derivatives under visible light irradiation

The carbonylation of phenyl bromide and its derivatives under visible light irradiation
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可见光照射下溴苯及其衍生物的羰基化反应

DOI:
10.1016/j.cclet.2011.09.024
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发表时间:
2012
影响因子:
9.1
通讯作者:
Yin, Jing Mei
Yin, Jing Mei
中科院分区:
化学1区
文献类型:
--
作者:
Zhong, Wen Hui;Cui, Ying Na;Li, Shen Min;Jia, Ying Ping;Yin, Jing Mei

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The carbonylation of phenyl bromide catalyzed by Co(OAc)2has been investigated with PhCOPh as a sensitizer under visible light in the presence of basic additive. With strong base CH3ONa, PhCOOCH3is produced in 70% yield with 100% selectivity, the similar results are also obtained with a stronger base (CH3)3CONa. However, with another strong base NaOH, the yield of the ester is only 40%. On the other hand, with weak base NaOAc or (n-C4H9)3N, phenyl bromide cannot be carbonylated. The results of carbonylation of the six substituted phenyl bromides suggest that the activities of o, m, p-BrC6H4CH3are similar to phenyl bromide, while the activities of o, m, p-BrC6H4Cl are higher with the high yields (≥93%) of the corresponding chloro-esters. In addition, the relative position of bromine and chlorine or methyl on phenyl ring has little effect on the activity of the carbonylation.
DOI: 10.1246/cl.1986.299
发表时间: 1986-03
期刊: Chemistry Letters
影响因子: 1.6
作者:
Tsugunori Kashimura;K. Kudo;S. Mori;N. Sugita
通讯作者: Tsugunori Kashimura;K. Kudo;S. Mori;N. Sugita
DOI: --
发表时间: 1977
期刊: --
影响因子: --
作者:
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DOI: 10.1016/j.tetlet.2003.12.009
发表时间: 2004-02
影响因子: 1.8
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D. Cash;A. Combs;V. Dragojlovic
通讯作者: D. Cash;A. Combs;V. Dragojlovic
DOI: 10.1021/jo00156a004
发表时间: 1983-01-01
影响因子: 3.6
作者:
BRUNET, JJ;SIDOT, C;CAUBERE, P
通讯作者: CAUBERE, P
DOI: 10.1021/ja00217a020
发表时间: 1988-04-27
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通讯作者: KILDAHL, NK