Development of a Phototriggered Diradical Phosphoamination Strategy of Alkenes

Organic Letters, Год журнала: 2025, Номер 27(2), С. 606 - 611

Опубликована: Янв. 6, 2025

Aminophosphonates serve as extremely important moieties with respect to their activities in biological systems. However, incorporating a Nitrogen and Phosphorus moiety by conventional techniques ionic mode is usually associated extensive prefunctionalization of the substrates, employing harsh conditions reagents that limit viability these methods. Introducing both components radicals may be viable option. We hereby propose an overhaul existing reactivity paradigm demonstrating photocatalytic diradical-based approach, where new iminophosphonating are rationally designed developed used extensively homolytic cleavage for simultaneously installing iminyl phosphonyl groups onto alkenes.

Язык: Английский

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Photochemical Alkylamination of Olefins through Reactivity-Based Sorting of Alkyl Radicals

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Март 3, 2025

Alkyl radicals represent some of the most intriguing prospects in organic synthesis, showing diverse patterns reactivity for versatile transformations. In light this, methyl radical, addition to being a methylating agent, is also good proposition hydrogen atom transfer (HAT). Similarly, acetonitrile has dual facets its reactivity, acting as an amination reagent Ritter reaction while progenitor cyanomethyl through HAT. We hereby take advantage merging reactivities these radicals, allowing facile access amines various types from olefins when conjugated with photoredox amination.

Язык: Английский

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Photo-Thiocyanoamination of π- and σ-Bonds: Reagent Development and Synthetic Applications

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Апрель 29, 2025

1,2-Thiocyanoamines make up a class of important structural motifs that are found in number bioactive molecules and precursors to many more. Despite their synthetic significance, expedient access this difunctionalization is rare. Herein, the development thiocyanoimination reagent disclosed, taking advantage photomediated energy transfer phenomena for facile alkenes. The strategy was be viable σ-bonds as well, providing generalized accessing small infused with amine -SCN.

Язык: Английский

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Recent Advances in the Synthesis of Organic Thiocyano (SCN) and Selenocyano (SeCN) Compounds, Their Chemical Transformations and Bioactivity

Molecules, Год журнала: 2024, Номер 29(22), С. 5365 - 5365

Опубликована: Ноя. 14, 2024

New approaches for the synthesis of organic thio- and selenocyanates, methods to incorporate them into more complex structures, including a wide variety heterocyclic polycylic derivatives, are reviewed. Protocols that convert SCN SeCN moieties thio seleno derivatives by transforming cyano group also examined. In representative cases, bioactivity data these classes compounds

Язык: Английский

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