ArticleOrganic letters2022
In Situ Allene Formation via Alkyne Tautomerization to Promote [4 + 2]-Cycloadditions with a Pendant Alkyne or Nitrile.
Article in Organic letters, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.
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Who cites it
5 citing papers in PubMed, 15 citations in OpenAlex.
- Sulfonyl-Directed Photoinduced Dehydro-Diels-Alder Reaction of Aryl Maleimides: Enabling Regioselective Naphthalene Synthesis.JACS Au · 2026Article
- Microwave-Assisted One-Pot Synthesis of Isothiouronium Salts: Experimental and DFT Insights into Silica-Promoted Cyclization toward Thiazolidinium and Thiazole Frameworks.The Journal of organic chemistry · 2025Article
- Oxidative Dehydrogenation of N-Heteroaromatic Alkyl Alcohols and Amines Facilitated by Dearomative Tautomerization.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- Synthesis and Evaluation of BenzylicACS chemical neuroscience · 2025Article
- Intramolecular Cyclization of Alkynylheteroaromatic Substrates Bearing a Tethered Cyano Group: A Strategy for Accessing Fused Pyridoheterocycles.The Journal of organic chemistry · 2023Article
Corrections and comments
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Authors and funding
3 authors at 1 institution in 1 country.
Funding
Abstract
We have explored the net-[4 + 2]-cycloadditions of a variety of aryl (or alkenyl) alkynes. Tautomerization via base-catalyzed alkyne-to-allene isomerization produces a transient allene, which undergoes stepwise cyclization with not only a pendant alkyne but also a nitrile. The operative mechanisms for these reactions were studied by density functional theory and compared with the slower thermal cyclization of the precursor alkyne.
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Registered trials
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