54568-57-9Relevant academic research and scientific papers
SO2F2-Mediated Oxidative Dehydrogenation and Dehydration of Alcohols to Alkynes
Zha, Gao-Feng,Fang, Wan-Yin,Li, You-Gui,Leng, Jing,Chen, Xing,Qin, Hua-Li
supporting information, p. 17666 - 17673 (2019/01/04)
Direct synthesis of alkynes from inexpensive, abundant alcohols was achieved in high yields (greater than 40 examples, up to 95% yield) through a SO2F2-promoted dehydration and dehydrogenation process. This straightforward transformation of sp3-sp3 (C-C) bonds to sp-sp (C=C) bonds requires only inexpensive and readily available reagents (no transition metals) under mild conditions. The crude alkynes are sufficiently free of impurities to permit direct use in further transformations, as illustrated by regioselective Huisgen alkyne-azide cycloaddition reactions with PhN3 to give 1,4-substituted 1,2,3-traiazoles (16 examples, up to 92% yield) and Sonogashira couplings (10 examples, up to 77% yield).
Photochemical Reaction of α-Alkyl-β-oxoamides. Competitive γ- and δ-Hydrogen Abstraction by Excited Ketone Carbonyl Groups
Hasegawa, Tadashi,Arata, Yoshiaki,Mizuno, Kouichi,Masuda, Kenji,Yoshihara, Nobutoshi
, p. 541 - 544 (2007/10/02)
The α-alkyl-β-oxoamides (1a-i) undergo the Norrish Type II photoreaction.The excited ketone carbonyl group in the β-oxoamides (1c, 1f-i) abstracts γ- and δ-hydrogen competitively from the n,?* triplet state.The regioselectivity of the hydrogen abstraction is affected by both the γ- and the δ-substituents.The presence of γ- or δ-substitution increases the γ- or the δ-hydrogen abstraction, respectively.The δ-hydrogen abstraction greatly predominates over the γ-hydrogen absraction in the photolyses of the α-ethyl-β-oxoamides (1f) and (1i).
Photocyclisation of NN-Dialkyl β,γ-Unsaturated Amides. 1,6-Hydrogen Transfer via Charge-transfer States
Aoyama, Hiromu,Arata, Yoshiaki,Omote, Yoshimori
, p. 1165 - 1170 (2007/10/02)
NN-dibenzyl and NN-diallyl β,γ-unsaturated amides undergo cyclization on irradiation to give the corresponding pyrrolidin-2-ones via 1,6-hydrogen transfer from the singlet states.The reaction is presumed to involve charge transfer from the amide group to
γ- versus δ-Hydrogen Abstraction in the Photochemistry of α-Alkyl β-Oxoamides
Hasegawa, Tadashi,Arata, Yoshiaki,Mizuno, Kouichi
, p. 395 - 396 (2007/10/02)
The excited ketone carbonyl group in the α-alkyl β-oxoamide (1a-e) abstracts γ- and δ-hydrogen competitively from the n,?* triplet state; the δ-hydrogen abstraction greatly predominates over the γ-hydrogen abstraction in the photolyses of (1c) and (1d).
Preparation of New Vicinal Tricarbonyl Compounds and Some of Their Sulfur Analogues
Malmberg, Wolf-Dieter,Voss, Juergen,Weinschneider, Sabine
, p. 1694 - 1711 (2007/10/02)
Mesoxalamides 5, benzoylglyoxylamides 19, and pivaloylglyoxylamides 26 are prepared from the corresponding malonamides 4, benzoylacetamides 17 and pivaloylacetamides 24, respectively, by suitable oxidation reactions.Some of the sulfur analogues of 5,19, a
