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从氮丙啶出发的原子经济性多取代吡咯合成。

Atom Economical Multi-Substituted Pyrrole Synthesis from Aziridine.

机构信息

Department of Chemistry, Hankuk University of Foreign Studies, Yongin 17035, Korea.

出版信息

Molecules. 2022 Oct 13;27(20):6869. doi: 10.3390/molecules27206869.

DOI:10.3390/molecules27206869
PMID:36296466
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9609358/
Abstract

Multi-substituted pyrroles are synthesized from regiospecific aziridine ring-opening and subsequent intramolecular cyclization with a carbonyl group at the -position in the presence of Lewis acid or protic acid. This method is highly atom economical where all the atoms of the reactants are incorporated into the final product with the removal of water. This new protocol is applied to the synthesis of various pyrroles, including natural products.

摘要

多取代吡咯可以通过区域选择性氮丙啶开环,随后在路易斯酸或质子酸存在下与羰基在 - 位进行分子内环化来合成。该方法具有很高的原子经济性,所有反应物的原子都被纳入最终产物中,同时去除水。该新方法被应用于各种吡咯的合成,包括天然产物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/254b/9609358/2b3e26b16101/molecules-27-06869-sch006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/254b/9609358/edf36f20a095/molecules-27-06869-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/254b/9609358/e18dbfa0ec68/molecules-27-06869-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/254b/9609358/23301399272a/molecules-27-06869-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/254b/9609358/97d0f249a945/molecules-27-06869-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/254b/9609358/23c6d0fa8d33/molecules-27-06869-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/254b/9609358/0c054aa61c1c/molecules-27-06869-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/254b/9609358/2b3e26b16101/molecules-27-06869-sch006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/254b/9609358/edf36f20a095/molecules-27-06869-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/254b/9609358/e18dbfa0ec68/molecules-27-06869-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/254b/9609358/23301399272a/molecules-27-06869-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/254b/9609358/97d0f249a945/molecules-27-06869-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/254b/9609358/23c6d0fa8d33/molecules-27-06869-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/254b/9609358/0c054aa61c1c/molecules-27-06869-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/254b/9609358/2b3e26b16101/molecules-27-06869-sch006.jpg

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