Base-Promoted Tandem Cyclization of 2-(Indol-3-yl)naphthoquinones with Benzamidines toward Polysubstituted Pyrimido[4,5-<i>b</i>]indoles

A novel and unique approach for the construction of polysubstituted pyrimido[4,5-<i>b</i>]indoles from 2-(indol-3-yl)naphthoquinones and benzamidines is described. Our strategy, promoted by an inorganic base, involves the ring opening and recyclization of naphthoquinone and produces three nitrogen heterocyclic rings via multiple C-N bond formations in one pot under transition-metal-free conditions.

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Publication Details

Journal
Organic Letters
Published
2024-09-19
DOI
https://doi.org/10.1021/acs.orglett.4c02847
Citations
2
Primary Topic
Bioactive Compounds and Antitumor Agents
Type
article
Field-Weighted Citation Impact
0.70

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article

Base-Promoted Tandem Cyclization of 2-(Indol-3-yl)naphthoquinones with Benzamidines toward Polysubstituted Pyrimido[4,5-b]indoles

Bin Tan, Shanping Chen, Guo‐Jun Deng, Xinlin Zhou et al.
2 citations
Organic Letters
Bioactive Compounds and Antitumor Agents
0.70
article

Base-Promoted Tandem Cyclization of 2-(Indol-3-yl)naphthoquinones with Benzamidines toward Polysubstituted Pyrimido[4,5-b]indoles

Bin Tan, Shanping Chen, Guo‐Jun Deng, Xinlin Zhou, Kai Hu, Chao Zhang
article en
2 citations

Abstract

A novel and unique approach for the construction of polysubstituted pyrimido[4,5-<i>b</i>]indoles from 2-(indol-3-yl)naphthoquinones and benzamidines is described. Our strategy, promoted by an inorganic base, involves the ring opening and recyclization of naphthoquinone and produces three nitrogen heterocyclic rings via multiple C-N bond formations in one pot under transition-metal-free conditions.

Organic LettersVol. 26(38)
Xiangtan University (CN), Henan Normal University (CN)
Henan Normal University, National Natural Science Foundation of China, Ministry of Education of the People's Republic of China, Natural Science Foundation of Hunan Province, Science and Technology Program of Hunan Province
Openalex Percentile: Top 32%
Bioactive Compounds and Antitumor Agents
0.70
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Base-Promoted Tandem Cyclization of 2-(Indol-3-yl)naphthoquinones with Benzamidines toward Polysubstituted Pyrimido[4,5-<i>b</i>]indoles — Bin Tan, Shanping Chen, et al. · Organic Letters (2024) | TGRS Research Map | TGRS