Concise Synthesis of Functionalized Benzocyclobutenones.
Concise Synthesis of Functionalized Benzocyclobutenones.
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DOI:
10.1016/j.tet.2014.03.080
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发表时间:
2014-07-08
期刊:
影响因子:
2.1
通讯作者:
Dong, Guangbin
中科院分区:
文献类型:
--
作者:
Chen, P. -H.;Savage, Nikolas A.;Dong, Guangbin
A concise approach to access functionalized benzocyclobutenones from 3-halophenol derivatives is described. This modified synthesis employs a [2+2] cycloaddition between benzynes generated from dehydrohalogenation of aryl halides using LiTMP and acetaldehyde enolate generated from n-BuLi and THF, followed by oxidation of the benzocyclobutenol intermediates to provide benzocyclobutenones. The [2+2] reaction can be run on a 10-gram scale with an increased yield. A number of functional groups including alkenes and alkynes are tolerated. Coupling of benzynes with ketene silyl acetals to give 8-substituted benzocyclobutenones is also demonstrated.
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影响因子:
15
作者:
COREY, EJ;LEMAHIEU, R;BASS, JD
通讯作者:
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影响因子:
15
作者:
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通讯作者:
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DOI:
10.1139/v95-205
发表时间:
1995-10-01
期刊:
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE
影响因子:
--
作者:
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通讯作者:
DURST, T
影响因子:
4.3
作者:
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通讯作者:
Curran, DP
影响因子:
1.8
作者:
ANDERSON, DK;COBURN, CE;SWENTON, JS
通讯作者:
SWENTON, JS