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钯（II）催化苯甲醛与内炔环化反应合成茚酮

Palladium(ii)-catalyzed synthesis of indenones through the cyclization of benzenecarbaldehydes with internal alkynes.

作者信息

Kashanna Jajula, Aravind Kumar Rathod, Kishore Ravada

机构信息

Department of Chemistry, Rajiv Gandhi University of Knowledge Technologies Basar 504107 India

Organic Synthesis & Process Chemistry Division, CSIR-Indian Institute of Chemical Technology Hyderabad 500007 India.

出版信息

RSC Adv. 2019 Oct 2;9(53):31162-31168. doi: 10.1039/c9ra03921j. eCollection 2019 Sep 26.

DOI:10.1039/c9ra03921j
PMID:35529398
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9072296/
Abstract

The palladium(ii)-catalyzed carbocyclization of benzenecarbaldehydes with internal alkynes to afford 2,3-disubstituted indenones was reported. The annulation reaction proceeded through the transmetalation of Pd(ii) with an aromatic aldehyde and the insertion of internal alkynes, followed by cyclization the intramolecular nucleophilic addition of intermediate organopalladium(ii) species to the aldehyde group. This reaction proceeded in moderate to good yields with high regioselectivity.

摘要

据报道，钯（II）催化苯甲醛与内炔烃进行碳环化反应，生成2,3-二取代茚酮。环化反应通过钯（II）与芳族醛的转金属化以及内炔烃的插入进行，随后进行环化——中间体有机钯（II）物种与醛基的分子内亲核加成。该反应以中等至良好的产率进行，具有高区域选择性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a0c3/9072296/10fe70bdb60d/c9ra03921j-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a0c3/9072296/c37e2fc67692/c9ra03921j-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a0c3/9072296/10fe70bdb60d/c9ra03921j-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a0c3/9072296/c37e2fc67692/c9ra03921j-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a0c3/9072296/10fe70bdb60d/c9ra03921j-s2.jpg

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