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丙烯酰胺与色酮衍生物的 Morita-Baylis-Hillman 反应。

Morita-Baylis-Hillman reaction of acrylamide with isatin derivatives.

机构信息

Department of Chemistry, Faculty of Science, Banaras Hindu University, Varanasi-221005, India.

Inorganic and Physical Chemistry Division, Indian Institute of Chemical Technology, Tarnaka, Hyderabad-500007, India.

出版信息

Beilstein J Org Chem. 2014 Dec 12;10:2975-80. doi: 10.3762/bjoc.10.315. eCollection 2014.

DOI:10.3762/bjoc.10.315
PMID:25550764
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4273229/
Abstract

The Morita-Baylis-Hillman reaction of acrylamide, as an activated alkene, has seen little development due to its low reactivity. We have developed the reaction using isatin derivatives with acrylamide, DABCO as a promoter and phenol as an additive in acetonitrile. The corresponding aza version with acrylate and acrylonitrile has also been developed resulting in high product yields.

摘要

由于丙烯酰胺反应活性低,作为一种活化的烯烃,Morita-Baylis-Hillman 反应的发展较少。我们使用色胺衍生物与丙烯酰胺、DABCO 作为促进剂和苯酚作为添加剂在乙腈中进行了反应。还开发了相应的带有丙烯酸酯和丙烯腈的氮杂版本,得到了高产率的产物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/89af/4273229/a2fae2f99bd2/Beilstein_J_Org_Chem-10-2975-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/89af/4273229/25ecd1b3bb53/Beilstein_J_Org_Chem-10-2975-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/89af/4273229/daf8b50e8e62/Beilstein_J_Org_Chem-10-2975-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/89af/4273229/19b6261473ab/Beilstein_J_Org_Chem-10-2975-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/89af/4273229/a2fae2f99bd2/Beilstein_J_Org_Chem-10-2975-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/89af/4273229/25ecd1b3bb53/Beilstein_J_Org_Chem-10-2975-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/89af/4273229/daf8b50e8e62/Beilstein_J_Org_Chem-10-2975-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/89af/4273229/19b6261473ab/Beilstein_J_Org_Chem-10-2975-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/89af/4273229/a2fae2f99bd2/Beilstein_J_Org_Chem-10-2975-g005.jpg

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