- Synthesis of aromatic aldehyde acetals from (dibromomethyl)arenes
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Zinc chloride-catalyzed double debromoalkoxylation of (dibromomethyl)arenes on treatment with trialkyl orthoformates resulted in the corresponding aromatic aldehyde acetals. On the first step, α-brominated ether is formed, which undergoes the second debro
- Gazizov,Ivanova, S. Yu.,Bashkirtseva, N. Yu.,Khairullina,Khairullin,Gazizova
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- Direct Synthesis of Unsymmetrical Dithioacetals
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Dithioacetals are a frequently used motif in synthetic organic chemistry and have recently seen increasing attention as structural motif in promising antiviral agents against plant pathogens. Most existing reports, however, only discuss symmetrical dithioacetals. Examples of mixed dithioacetals are scarce and no general method for the selective synthesis of these compounds exists. Herein, a synthetically simple general one-step protocol was developed for the synthesis of a broad range of unsymmetrical dithioacetals consisting of one aromatic and one aliphatic thiol moiety from the corresponding aldehyde/thiol mixture. The mixed S,S-acetals were obtained in high yields, and a great variety of functional groups was tolerated. Kinetic control enabled an excellent selectivity in regard to the unsymmetrical dithioacetal.
- Bognar, Sabine,van Gemmeren, Manuel
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supporting information
p. 4859 - 4863
(2021/02/03)
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- Conjugate addition of acetal-derived benzyl radicals generated from low-valent titanium-mediated CO bond cleavage
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A new method for the generation of benzyl radicals from acetals via low-valent titanium-mediated homolytic CO bond cleavage is presented. The low cost and availability of the developed titanium reagent enable efficient access to α-alkoxy carbon radical species via the developed reaction.
- Suga, Takuya,Nakamura, Masaharu,Takada, Ryusei,Ukaji, Yutaka
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supporting information
p. 1258 - 1260
(2021/05/17)
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