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通过银催化的α-炔基芳醛的同二聚化反应合成4-(1-异苯并呋喃-1-基)异喹啉，并随后使1,5-二羰基结构单元与NH进行缩合反应。

Synthesis of 4-(1-isochromen-1-yl)isoquinolines through the silver-catalysed homodimerization of -alkynylarylaldehydes and subsequent condensation of the 1,5-dicarbonyl motif with NH.

作者信息

Guo Minghui, Meng Xin, Zhao Yang, Dong Yuexia, Sun Xuejun, Tian Laijin, Cao Ziping

机构信息

School of Chemistry and Chemical Engineering, Qufu Normal University Qufu 273165 P. R. China

Shandong Key Laboratory of Life-Organic Analysis, Key Laboratory of Pharmaceutical Intermediates and Analysis of Natural Medicine Qufu 273165 P. R. China.

出版信息

RSC Adv. 2019 Jan 21;9(5):2703-2707. doi: 10.1039/c8ra09269a. eCollection 2019 Jan 18.

DOI:10.1039/c8ra09269a
PMID:35520496
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9059814/
Abstract

4-(1-Isochromen-1-yl)isoquinoline derivatives were synthesized in high yields the AgBF-catalyzed self-reaction of -alkynylarylaldehydes to give isochromene intermediates, followed by the dehydration of the 1,5-dicarbonyl motif with NH. Compared with electron-rich aromatic substituents, this strategy can provide the desired isochromene products with an electron-deficient isoquinoline unit. The reactions feature simple experimental operations, mild reaction conditions and high product yields.

摘要

通过AgBF催化的α-炔基芳醛的自反应生成异苯并二氢呋喃中间体，随后用NH使1,5-二羰基结构脱水，以高收率合成了4-(1-异苯并二氢呋喃-1-基)异喹啉衍生物。与富电子芳族取代基相比，该策略可以提供具有缺电子异喹啉单元的所需异苯并二氢呋喃产物。这些反应具有实验操作简单、反应条件温和及产物收率高的特点。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/30b6/9059814/813da5f45ae5/c8ra09269a-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/30b6/9059814/a43e25aa53f8/c8ra09269a-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/30b6/9059814/8970111f42d2/c8ra09269a-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/30b6/9059814/e07015cfb0e3/c8ra09269a-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/30b6/9059814/813da5f45ae5/c8ra09269a-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/30b6/9059814/a43e25aa53f8/c8ra09269a-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/30b6/9059814/8970111f42d2/c8ra09269a-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/30b6/9059814/e07015cfb0e3/c8ra09269a-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/30b6/9059814/813da5f45ae5/c8ra09269a-s4.jpg

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