14132-50-4Relevant articles and documents
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Noyce et al.
, p. 1160 (1961)
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Richards et al.
, p. 1542 (1969)
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Visible light-mediated metal-free double bond deuteration of substituted phenylalkenes
Iakovenko, Roman,Hlavá?, Jan
, p. 440 - 446 (2021/01/28)
Various bromophenylalkenes were reductively photodebrominated by using 1,3-dimethyl-2-phenyl-1H-benzo-[d]imidazoline (DMBI) and 9,10-dicyanoanthracene. With deuterated DMBI analogs (the most effective was DMBI-d11), satisfactory to excellent isotopic yields were obtained. DMBI-d11 could also be regenerated from the reaction mixtures with a recovery rate of up to 50%. The combination of the photodebromination reaction with conventional methods for bromoalkene synthesis enables sequential monodeuteration of a double bond without the necessity of a metal catalyst. This journal is
Cu-catalyzed sequential dehydrogenation-conjugate addition for β-functionalization of saturated ketones: Scope and mechanism
Jie, Xiaoming,Shang, Yaping,Zhang, Xiaofeng,Su, Weiping
supporting information, p. 5623 - 5633 (2016/05/24)
The first copper-catalyzed direct β-functionalization of saturated ketones is reported. This protocol enables diverse ketones to couple with a wide range of nitrogen, oxygen and carbon nucleophiles in generally good yields under operationally simple conditions. The detailed mechanistic studies including kinetic studies, KIE measurements, identification of reaction intermediates, EPR and UV-visible experiments were conducted, which reveal that this reaction proceeds via a novel radical-based dehydrogenation to enone and subsequent conjugate addition sequence.
[4+2] Annulation of vinyl ketones initiated by a phosphine-catalyzed aza-Rauhut-currier reaction: A practical access to densely functionalized tetrahydropyridines
Shi, Zugui,Tong, Qinjie,Leong, Wendy Wen Yi,Zhong, Guofu
, p. 9802 - 9806 (2012/09/07)
The first example of phosphine catalyzed aza-Rauhut-Currier reaction initiated [4+2] annulation of vinyl ketones with N-sulfonyl-1-aza-1,3-dienes has been disclosed. Under the ambient conditions, this protocol provides a practical access to valuable densely functionalized tetrahydropyridines in good to excellent yields and high diastereoselectivities (see scheme). Copyright