Bronsted-acid-catalyzed one-pot tandem annulation/[5+2]-cycloaddition ofo-propargyl alcohol benzaldehydes with alkynes: regioselective and stereoselective synthesis of dibenzo[a,f]azulen-12-ones

被引：8

作者：

Zhou, Ni-Ni ^{[1
]}

Ning, Si-Si ^{[1
]}

Li, Lin-Qiang ^{[1
]}

Zhang, Jie-Yun ^{[1
]}

Fan, Ming-Jin ^{[1
]}

Yang, De-Suo ^{[1
]}

Zhu, Hai-Tao ^{[1
]}

机构：

[1] Baoji Univ Arts & Sci, Shannxi Key Lab Phytochem, Coll Chem & Chem Engn, Baoji 721013, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2020年 / 7卷 / 18期

基金：

中国国家自然科学基金;

关键词：

ENANTIOSELECTIVE SYNTHESIS; 5+2 CYCLOADDITION; GUANACASTEPENE-A; RING-SYSTEMS; ROUTE; DIAZOKETONES; CYCLIZATION; DIVERSE; ENYNALS; ACCESS;

D O I：

10.1039/d0qo00522c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The one-pot synthesis of dibenzo[a,f]azulen-12-ones has been established starting fromo-propargyl alcohol benzaldehydes and alkynes. The key azulenone bicyclic skeletons were formed through the intramolecular tandem cyclization and intermolecular [5 + 2]-cycloaddition sequence. This annulation process showed high atom and step economy, regioselectivity and stereoselectivity by creating three C-C and one C-O bonds.

引用

页码：2664 / 2669

页数：6