Photoreactions of 2-allyloxyacetophenone

Sullivan, F. Ryan; Jones, L. B.

doi:10.1039/c3974000312a

Cited by 4 publications

(1 citation statement)

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“…[9][10][11][12][13][14][15][16][17][18] Clearly, chemistry that solely depends on the innate properties of reactants (if allowed) without relying on additives is superior and greener. Pioneered by Norrish, 19 Yang, 20 Breslow, [21][22][23][24] Wagner, [25][26][27][28] and others, [29][30][31][32][33] the photochemistry of carbonyl groups has been extensively investigated in the past 80 years. 34 Inspired by these preceding works, herein, we described reactions that fully exploit the ketones' innate photochemistry to achieve condensation between nonacidic methylenes and carbonyls, providing a novel method for CQC bond formation.…”

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confidence: 99%

Dehydrative condensation of carbonyls with non-acidic methylenes enabled by light: synthesis of benzofurans

et al. 2016

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Condensation of carbonyls with non-acidic methylenes such as those adjacent to heteroatoms and allylic types to generate C[double bond, length as m-dash]C bonds is challenging but highly desirable. Inventing novel methods that can accomplish such condensations can enrich synthetic chemists' toolbox. Herein, we report a simple, clean, and high yielding protocol promoted by light to achieve condensation of non-acidic methylenes with carbonyls. As examples to demonstrate the power of this methodology, one class of ubiquitous and highly important heterocycles, i.e. benzofurans, were synthesized with broad functional group compatibility. Furthermore, intermolecular condensations were also briefly investigated.

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