Citation: Yong-Xing Tang, Yi-Ran Wu, Li-Sheng Wang, Chun-Yan Wu, Yu-Man Song, You Zhou, An-Xin Wu. I₂-DMSO mediated bicyclization of o-alkynylanilines: Chemo- and regioselective construction of fused tetracyclic N-heterocycles[J]. Chinese Chemical Letters, ;2026, 37(11): 112367. doi: 10.1016/j.cclet.2026.112367 shu

I₂-DMSO mediated bicyclization of o-alkynylanilines: Chemo- and regioselective construction of fused tetracyclic N-heterocycles

Yong-Xing Tang ^a ,
Yi-Ran Wu ^a ,
Li-Sheng Wang ^a ,
Chun-Yan Wu ^a ,
Yu-Man Song ^a ,
You Zhou ^{b, *,} ,
An-Xin Wu ^{a, c, *,}

a.
State Key Laboratory of Green Pesticide, International Joint Research Center for Intelligent Biosensor Technology and Health, College of Chemistry, Central China Normal University, Wuhan 430079, China
b.
College of Chemical Engineering, Hubei University of Arts and Science, Xiangyang 441053, China
c.
State Key Laboratory of Natural Product Chemistry, Lanzhou University, Lanzhou 730000, China

chemzhouyou@hbuas.edu.cn

chwuax@mail.ccnu.edu.cn

Received Date: 26 October 2025
Revised Date: 23 December 2025
Accepted Date: 4 January 2026
Available Online: 5 January 2026

Figures(5)

An I₂-DMSO mediated cascade annulation has been established, with precise steric control serving as the core design principle. This protocol enables the chemo- and regioselective construction of the dibenzo[b,f][1,7]naphthyridine scaffold using commercially available aryl methyl ketones, arylamines, and o-alkynylanilines. The metal-free process involves N-H/α,β-C(sp)−H trifunctionalization of o-alkynylanilines, facilitating the formation of two C-N bonds, two C-C bonds, and two rings in a one-pot manner. Moreover, this domino strategy not only broadens the reaction versatility of o-alkynylanilines but also underscores the utility of steric regulation in the selective synthesis of fused heterocycle.
- Bicyclization,
- Chemoselectivity,
- Regioselectivity,
- Tetracyclic scaffolds
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I2-DMSO mediated bicyclization of o-alkynylanilines: Chemo- and regioselective construction of fused tetracyclic N-heterocycles

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通讯作者: 陈斌, bchen63@163.com

I₂-DMSO mediated bicyclization of o-alkynylanilines: Chemo- and regioselective construction of fused tetracyclic N-heterocycles