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碘化物/H₂O₂ 催化的分子内氧化胺化反应合成 3,2'-吡咯烷基螺[吲哚啉-2,3'-氧吲哚]。

Iodide/H₂O₂ Catalyzed Intramolecular Oxidative Amination for the Synthesis of 3,2'-Pyrrolidinyl Spirooxindoles.

机构信息

Beijing National Laboratory for Molecular Sciences (BNLMS), CAS Key Laboratory of Molecular Recognition and Function, CAS Research/Education Center for Excellence in Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.

University of Chinese Academy of Sciences, Beijing 100049, China.

出版信息

Molecules. 2018 Sep 5;23(9):2265. doi: 10.3390/molecules23092265.

DOI:10.3390/molecules23092265
PMID:30189635
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6225319/
Abstract

An ammonium iodide/hydrogen peroxide-mediated intramolecular oxidative amination of 3-aminoalkyl-2-oxindoles was achieved, affording the corresponding 3,2'-pyrrolidinyl spirooxindoles and their 6- or 7-membered analogous in moderate to high yields. This metal-free procedure features very mild reaction conditions, non-toxicity and easily handled hydrogen peroxide as a clean oxidant.

摘要

碘化铵/过氧化氢介导的 3-氨烷基-2-氧吲哚的分子内氧化胺化反应得以实现,以中等至较高收率得到相应的 3,2'-吡咯烷基螺[吲哚啉-2,3'-氧吲哚]及其 6-或 7-元类似物。该无金属反应条件温和、无毒,且使用毒性较小、易于处理的过氧化氢作为清洁氧化剂。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/316d/6225319/31b73af16205/molecules-23-02265-sch006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/316d/6225319/e88d18c54f24/molecules-23-02265-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/316d/6225319/ffd4c9d16000/molecules-23-02265-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/316d/6225319/e39022c32add/molecules-23-02265-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/316d/6225319/956418252477/molecules-23-02265-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/316d/6225319/e148326fadc6/molecules-23-02265-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/316d/6225319/c7d498abb6c3/molecules-23-02265-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/316d/6225319/31b73af16205/molecules-23-02265-sch006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/316d/6225319/e88d18c54f24/molecules-23-02265-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/316d/6225319/ffd4c9d16000/molecules-23-02265-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/316d/6225319/e39022c32add/molecules-23-02265-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/316d/6225319/956418252477/molecules-23-02265-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/316d/6225319/e148326fadc6/molecules-23-02265-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/316d/6225319/c7d498abb6c3/molecules-23-02265-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/316d/6225319/31b73af16205/molecules-23-02265-sch006.jpg

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