Citation: Chen-Chang Cui, Shao-Qing Shi, Lu-Yao Wang, Feng Lin, Man-Su Tu, Wen-Juan Hao, Bo Jiang. Accessing polyarene-fused ten-membered lactams via oxidative N-heterocyclic carbene (NHC)-catalyzed high-order [7 + 3] annulation[J]. Chinese Chemical Letters, ;2025, 36(6): 110541. doi: 10.1016/j.cclet.2024.110541 shu

Accessing polyarene-fused ten-membered lactams via oxidative N-heterocyclic carbene (NHC)-catalyzed high-order [7 + 3] annulation

Chen-Chang Cui ^a ,
Shao-Qing Shi ^a ,
Lu-Yao Wang ^a ,
Feng Lin ^a ,
Man-Su Tu ^{b, *,} ,
Wen-Juan Hao ^{a, *,} ,
Bo Jiang ^{a, *,}

a.
School of Chemistry & Materials Science, Jiangsu Normal University, Xuzhou 221116, China
b.
Analyzing and Test Center, Jiangsu Normal University, Xuzhou 221116, China

tumansu@jsnu.edu.cn

wjhao@jsnu.edu.cn

jiangchem@jsnu.edu.cn

Received Date: 22 July 2024
Revised Date: 22 September 2024
Accepted Date: 9 October 2024
Available Online: 10 October 2024

Figures(5)

A new oxidative N-heterocyclic carbene (NHC)-catalyzed high-order [7 + 3] annulation reaction of γ-indolyl phenols as 1, 7-dinucleophiles and α, β‐alkynals with the aid of Sc(OTf)₃ is reported, enabling the highly regioselective access to unprecedented polyarene-fused ten-membered lactams bearing a bridged aryl-aryl-indole scaffold in moderate to good yields. This protocol demonstrates a broad substrate scope, good compatibility with substituents and complete regioselectivity, providing an organocatalytic modular synthetic strategy for creating medium-sized lactams.
- NHC-catalysis,
- High-order annulation,
- Regioselectivity,
- Medium-sized lactams,
- γ-Indolyl phenols
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