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铑(III)催化通过 C-H 键功能化和环化捕获合成吲唑。

Rhodium(III)-catalyzed indazole synthesis by C-H bond functionalization and cyclative capture.

机构信息

Department of Chemistry, Yale University, New Haven, Connecticut 06520, USA.

出版信息

J Am Chem Soc. 2013 May 15;135(19):7122-5. doi: 10.1021/ja402761p. Epub 2013 May 3.

DOI:10.1021/ja402761p
PMID:23642256
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3656829/
Abstract

An efficient, one-step, and highly functional group-compatible synthesis of substituted N-aryl-2H-indazoles is reported via the rhodium(III)-catalyzed C-H bond addition of azobenzenes to aldehydes. The regioselective coupling of unsymmetrical azobenzenes was further demonstrated and led to the development of a new removable aryl group that allows for the preparation of indazoles without N-substitution. The 2-aryl-2H-indazole products also represent a new class of readily prepared fluorophores for which initial spectroscopic characterization has been performed.

摘要

报告了一种通过铑(III)催化的偶氮苯与醛的 C-H 键加成反应,高效、一步、高度官能团兼容地合成取代的 N-芳基-2H-吲唑的方法。进一步证明了不对称偶氮苯的区域选择性偶联,并开发了一种新的可去除芳基,可用于制备无 N-取代的吲唑。2-芳基-2H-吲唑产物也代表了一类新型的易于制备的荧光团,已对其进行了初步光谱特性研究。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ff5/3656829/dfa0b47148af/ja-2013-02761p_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ff5/3656829/fecd6194c193/ja-2013-02761p_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ff5/3656829/25af041307fd/ja-2013-02761p_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ff5/3656829/dfa0b47148af/ja-2013-02761p_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ff5/3656829/fecd6194c193/ja-2013-02761p_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ff5/3656829/25af041307fd/ja-2013-02761p_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ff5/3656829/dfa0b47148af/ja-2013-02761p_0002.jpg

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