Metal-Free Photoinduced Hydrocyclization of Unactivated Alkenes toward Ring-Fused Quinazolin-4(3H)-ones via Intermolecular Hydrogen Atom Transfer

Organic Letters, Год журнала: 2023, Номер 25(10), С. 1683 - 1688

Опубликована: Март 8, 2023

A visible-light-induced hydrocyclization of unactivated alkenes was developed using 3CzClIPN as the photocatalyst to generate substituted α-methyldeoxyvasicinones and α-methylmackinazolinones in moderate good yields. An intermolecular hydrogen atom transfer with THF source involved. Mechanism studies indicated that intramolecular addition situ formed aminal radical alkene generated polycyclic quinazolinone.

Язык: Английский

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Radical Cascade Cyclization of Alkene‐Tethered Compounds: Versatile Approach towards Ring‐Fused Polycyclic Structures

Asian Journal of Organic Chemistry, Год журнала: 2023, Номер 12(5)

Опубликована: Апрель 8, 2023

Abstract Ring‐fused polycyclic structures widely exist in a myriad of natural products and pharmaceutical molecules. Consequently, the construction such from readily available substrates becomes an important researching topic organic synthesis. Triggered by addition radicals to (activated or unactivated) double bonds alkenes, subsequent intramolecular addition/cyclization leads compounds. Following this procedure, variety functionalized ring‐fused were formed. Great achievements have been witnessed recently. Those works provided efficient, atom economy, operational simple approaches toward versatile alkene‐based substrates. Here, we summarized recent on formation via radical‐triggered cascade reactions alkenes. Construction with no less than 3 fused rings developed during last decade included Review, corresponding mechanisms also discussed.

Язык: Английский

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Rapid alkenylation of quinoxalin-2(1H)-ones enabled by the sequential Mannich-type reaction and solar photocatalysis

Chinese Chemical Letters, Год журнала: 2021, Номер 32(11), С. 3627 - 3631

Опубликована: Апрель 21, 2021

Язык: Английский

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Photo‐Triggered Self‐Induced Homolytic Dechlorinative Sulfonylation/Cyclization of Unactivated Alkenes: Synthesis of Quinazolinones Containing a Sulfonyl Group

Advanced Synthesis & Catalysis, Год журнала: 2021, Номер 364(4), С. 766 - 772

Опубликована: Ноя. 24, 2021

Abstract A self‐photocatalyzed sulfonylation/cyclization of quinazolinones containing unactivated alkenes with various sulfonyl chlorides was developed. The protocol provides access to radicals via energy transfer from the quinazolinone skeleton chloride. Notably, transformations proceeded without any external photocatalysts, additives, or oxidants, providing an alternative method for fabricating sulfonylated compounds. magnified image

Язык: Английский

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Self-photocatalyzed regulable alkylation of 2H-benzothiazoles with diverse aliphatic C–H donors

Green Chemistry, Год журнала: 2022, Номер 24(11), С. 4606 - 4613

Опубликована: Янв. 1, 2022

Visible light-driven self-catalyzed regulable alkylation of 2 H -benzothiazoles with diverse aliphatic C–H donors via the combination HAT and self-photoredox catalysis.

Язык: Английский

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