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通过氨基官能化/6-endo 阳离子 π-环化，将基于吲哚的键合双杂环生物碱子午线工程成β-咔啉衍生的四环多杂环。

Engineering of indole-based tethered biheterocyclic alkaloid meridianin into β-carboline-derived tetracyclic polyheterocycles via amino functionalization/6-endo cationic π-cyclization.

机构信息

Division of Medicinal and Process Chemistry, Central Drug Research Institute, CSIR, Lucknow, 226001, India, ;

出版信息

Beilstein J Org Chem. 2012;8:1901-8. doi: 10.3762/bjoc.8.220. Epub 2012 Nov 8.

DOI:10.3762/bjoc.8.220
PMID:23209529
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3511029/
Abstract

A mild, efficient and versatile method has been developed for the construction of a functionalized natural product, meridianin, and its post conversion to pyrimido-β-carboline by cationic π- cyclization. The strategy involves the introduction of an amino group at the C-5 of the pyrimidine ring and utilizing the nucleophilictiy of the C-2 in the indole ring to facilitate cationic π-cyclization.

摘要

已开发出一种温和、高效且通用的方法，用于构建功能化天然产物美登素，并通过阳离子π-环化将其进一步转化为嘧啶-β-咔啉。该策略涉及在嘧啶环的 C-5 位引入氨基，并利用吲哚环中 C-2 的亲核性促进阳离子π-环化。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec7f/3511029/1293b8b51101/Beilstein_J_Org_Chem-08-1901-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec7f/3511029/38996cb9aaad/Beilstein_J_Org_Chem-08-1901-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec7f/3511029/f77606ab5f1d/Beilstein_J_Org_Chem-08-1901-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec7f/3511029/380b356b09ca/Beilstein_J_Org_Chem-08-1901-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec7f/3511029/2c57fb4bf508/Beilstein_J_Org_Chem-08-1901-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec7f/3511029/cd49481e5251/Beilstein_J_Org_Chem-08-1901-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec7f/3511029/43ed87a868db/Beilstein_J_Org_Chem-08-1901-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec7f/3511029/a75ed936c79b/Beilstein_J_Org_Chem-08-1901-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec7f/3511029/1293b8b51101/Beilstein_J_Org_Chem-08-1901-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec7f/3511029/38996cb9aaad/Beilstein_J_Org_Chem-08-1901-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec7f/3511029/f77606ab5f1d/Beilstein_J_Org_Chem-08-1901-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec7f/3511029/380b356b09ca/Beilstein_J_Org_Chem-08-1901-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec7f/3511029/2c57fb4bf508/Beilstein_J_Org_Chem-08-1901-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec7f/3511029/cd49481e5251/Beilstein_J_Org_Chem-08-1901-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec7f/3511029/43ed87a868db/Beilstein_J_Org_Chem-08-1901-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec7f/3511029/a75ed936c79b/Beilstein_J_Org_Chem-08-1901-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec7f/3511029/1293b8b51101/Beilstein_J_Org_Chem-08-1901-g009.jpg

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本文引用的文献

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