ArticleAngewandte Chemie (International ed. in English)2020
Synthesis of Carbazoles and Related Heterocycles from Sulfilimines by Intramolecular C-H Aminations.
Article in Angewandte Chemie (International ed. in English), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.
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Who cites it
13 citing papers in PubMed.
- Sulfilimines Are Azide Alternatives for Nitrene-Mediated Aromatic C-to-N Transmutation.Journal of the American Chemical Society · 2026Article
- Photo-induced selective N-N bond construction via harnessing nitrene release and transfer.Nature communications · 2026Article
- Recent synthetic strategies for the construction of functionalized carbazoles and their heterocyclic motifs enabled by Lewis acids.RSC advances · 2023Review
- Synthesis of benzo[RSC advances · 2023Article
- Development of Nonclassical Photoprecursors for RhInorganic chemistry · 2023Article
- An unexpected synthesis of azepinone derivatives through a metal-free photochemical cascade reaction.Nature communications · 2023Article
- Lewis Acid-Catalyzed 2,3-Dihydrofuran Acetal Ring-Opening Benzannulations toward Functionalized 1-Hydroxycarbazoles.Molecules (Basel, Switzerland) · 2022Article
- Biomolecule-Compatible Dehydrogenative Chan-Lam Coupling of Free Sulfilimines.Journal of the American Chemical Society · 2022Article
- A combined experimental and theoretical study on the reactivity of nitrenes and nitrene radical anions.Nature communications · 2022Article
- Synthesis of Carbazoles and Dihydrocarbazoles by a Divergent Cascade Reaction of Donor-Acceptor Cyclopropanes.Organic letters · 2021Article
- Synthesis of Carbazoles by a Diverted Bischler-Napieralski Cascade Reaction.Organic letters · 2021Article
- Synthesis of Carbazoles and Related Heterocycles from Sulfilimines by Intramolecular C-H Aminations.Angewandte Chemie (International ed. in English) · 2020Article
- Dibenzothiophenesulfilimines: A Convenient Approach to Intermolecular Rhodium-Catalysed C-H Amidation.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
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Authors and funding
3 authors.
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Abstract
While direct nitrene insertions into C-H bonds have become an important tool for building C-N bonds in modern organic chemistry, the generation of nitrene intermediates always requires transition metals, high temperatures, ultraviolet or laser light. We report a mild synthesis of carbazoles and related building blocks through a visible light-induced intramolecular C-H amination reaction. A striking advantage of this new method is the use of more reactive aryl sulfilimines instead of the corresponding hazardous azides. Different catalysts and divergent light sources were tested. The reaction scope is broad and the product yield is generally high. An efficient gram-scale synthesis of Clausine C demonstrates the applicability and scalability of this new method.
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