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通过多米诺反应高效合成含色满骨架的吡唑并吡啶类化合物。

Efficient synthesis of pyrazolopyridines containing a chromane backbone through domino reaction.

作者信息

Navari Razieh, Balalaie Saeed, Mehrparvar Saber, Darvish Fatemeh, Rominger Frank, Hamdan Fatima, Mirzaie Sattar

机构信息

Peptide Chemistry Research Center, K. N. Toosi University of Technology, P. O. Box 15875-4416, Tehran, Iran, Tel: +98-21-23064226.

Medical Biology Research Center, Kermanshah University of Medical Sciences, Kermanshah, Iran.

出版信息

Beilstein J Org Chem. 2019 Apr 11;15:874-880. doi: 10.3762/bjoc.15.85. eCollection 2019.

DOI:10.3762/bjoc.15.85
PMID:31019580
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6466694/
Abstract

An efficient approach for the synthesis of pyrazolopyridines containing the aminochromane motif through a base-catalyzed cyclization reaction is reported. The synthesis was carried out through a three-component reaction of (arylhydrazono)methyl-4-chromen-4-one, malononitrile, primary amines in the presence of EtN at room temperature. However, carrying out the reaction under the same conditions without base led to a fused chromanyl-cyanopyridine. High selectivity, high atom economy, and good to high yields in addition to mild reaction conditions are the advantages of this approach.

摘要

报道了一种通过碱催化环化反应合成含氨基色满基序的吡唑并吡啶的有效方法。该合成反应是在室温下,(芳基腙基)甲基-4-色烯-4-酮、丙二腈、伯胺在乙胺存在下通过三组分反应进行的。然而,在相同条件下无碱进行反应会生成稠合的色满基-氰基吡啶。该方法具有高选择性、高原子经济性、良好至高收率以及温和的反应条件等优点。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d28/6466694/54c5768a6b0f/Beilstein_J_Org_Chem-15-874-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d28/6466694/4cd850351a28/Beilstein_J_Org_Chem-15-874-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d28/6466694/8143534c9f30/Beilstein_J_Org_Chem-15-874-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d28/6466694/1c0989ae3d3a/Beilstein_J_Org_Chem-15-874-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d28/6466694/2611b07687be/Beilstein_J_Org_Chem-15-874-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d28/6466694/0026c4c34b0e/Beilstein_J_Org_Chem-15-874-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d28/6466694/54c5768a6b0f/Beilstein_J_Org_Chem-15-874-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d28/6466694/4cd850351a28/Beilstein_J_Org_Chem-15-874-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d28/6466694/8143534c9f30/Beilstein_J_Org_Chem-15-874-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d28/6466694/1c0989ae3d3a/Beilstein_J_Org_Chem-15-874-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d28/6466694/2611b07687be/Beilstein_J_Org_Chem-15-874-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d28/6466694/0026c4c34b0e/Beilstein_J_Org_Chem-15-874-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d28/6466694/54c5768a6b0f/Beilstein_J_Org_Chem-15-874-g005.jpg

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