Photosensitized Tetrahydropyran Transfer

Oates, Richard P.; Jones, Paul B.

doi:10.1021/jo800519h

Cited by 19 publications

(15 citation statements)

References 65 publications

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“…Organic dyes as photocatalysts can also be used in conjunction with ultraviolet light from 419 nm Rayonet lamps. 11 We are interested in the development of new reactions using organic dyes as photocatalyst in the presence of an inexpensive and convenient source of photon -household fluorescent bulbs.…”

mentioning

confidence: 99%

Organic dye photocatalyzed α-oxyamination through irradiation with visible light

et al. 2010

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confidence: 99%

Organic dye photocatalyzed α-oxyamination through irradiation with visible light

et al. 2010

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“…In 2015, Ramachandran and co-workers 25 extended such a protective method leading to the preparation of a series of functionalized ethers 7 from the reaction between phenols 6 and 3,4-dihydro-2H-pyran (DHP) at room temperature using triethylamine as a basic catalyst in water (Scheme 3). This straightforward method for protecting phenols is advantageous in comparison to the earlier methods [26][27][28][29][30][31][32][33][34][35][36][37][38][39][40][41][42][43] in terms of operational simplicity, cost effectiveness, and ecofriendliness.…”

Section: Synthesis Of Tetrahydropyranyl Ethersmentioning

confidence: 99%

Triethylamine — A Versatile Organocatalyst in Organic Transformations: A Decade Update

Brahmachari¹,

Nayek²,

Nurjamal³

et al. 2018

Synthesis

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Organocatalysts play pivotal roles in accomplishing a wide range of useful organic transformations, and organocatalytic reactions are now becoming powerful tools in the construction of simple to complex molecular scaffolds. This remarkable field is growing rapidly with new concepts and designs. During the recent past, triethylamine (or N,N-diethylethanamine), has emerged as an efficient organocatalyst in carrying out so many organic transformations, thereby producing interesting molecular frameworks. Triethylamine is relatively safe, commercially available and cheap. This review offers a decade update on the developments of triethylamine-catalyzed organic transformations reported during the period of 2008 through 2017.1 Introduction2 Organocatalytic Applications of Triethylamine in Organic Transformations2.1 Organic Transformations under Ambient Conditions2.2 Organic Transformations under Heating/Reflux Conditions3 Conclusion

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“…An ingenious way of adding alcohols to nucleophilic olefins (e.g., 3,4-dihydro-2H-pyran) was recently developed which involved the photolysis of 1,5-dichloro-9,10-anthraquinone (DCQ) as a photoacid generator, and which has the advantage of absorbing in the visible spectrum [54]. Accordingly, the acid liberated upon irradiation of DCQ allows the addition of tertiary allyl alcohols (33) One of the most useful and widely used applications in the synthesis of natural product derivatives relies on the efficient photoaddition of RS-H onto a double bond (a reaction known as thiol-ene coupling) [55].…”

Section: Hào Additionmentioning

confidence: 99%