- Metal-free chlorodeboronation of organotrifluoroborates
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A mild and metal-free method for the chlorodeboronation of organotrifluoroborates using trichloroisocyanuric acid (TCICA) was developed. Aryl-, heteroaryl-, alkenyl-, alkynyl-, and alkyltrifluoroborates were converted into the corresponding chlorinated products in good yields. This method proved to be tolerant of a broad range of functional groups.
- Molander, Gary A.,Cavalcanti, Livia N.
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experimental part
p. 7195 - 7203
(2011/10/13)
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- 'HALEX' FLUORINATION OF CHLORINATED BENZALDEHYDES AND BENZOYL CHLORIDES
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Spray-dried potassium fluoride, suspended in sulpholane at 220 degC, converted 2,4- and 2,6-dichlorobenzaldehyde into the corresponding difluoroaldehydes (yields ca. 65percent).Small amounts of the mono-substituted products (2-chloro-4-fluoro- + 4-chloro-2-fluorobenzaldehyde, and 2-chloro-6-fluoro-benzaldehyde, respectively) were also produced.Similar treatment of the 3,4-dichloro-analogue gave 3-chloro-4-fluorobenzaldehyde (yield 98percent, conversion 68percent), but 2- and 4-chlorobenzaldehyde gave very poor yields (ca. 5percent) of the 2- and 4-fluoro-derivatives. 2-Fluoro-, 4-fluoro- and 3-chloro-4-fluorobenzoyl fluoride were obtained (yields 60-65percent) by heating the corresponding chlorobenzoyl chlorides with potassium fluoride in sulpholane.
- Banks, R. Eric,Mothersdale, Kevin N.,Tipping, Anthony E.,Tsiliopoulos, Efthimios,Cozens, Barry J.,et al.
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p. 529 - 537
(2007/10/02)
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- Process for producing fluorobenzaldehydes
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A process for producing a fluorobenzaldehyde of the formula: STR1 wherein X is a chlorine atom, a bromine atom or an iodine atom, n is an integer of from 1 to 5, and m is an integer of from 1 to 5, provided n≥m, which comprises reacting a halogenated benzaldehyde of the formula: STR2 wherein X and n are as defined above, with a metal fluoride in the presence of a catalyst, wherein at least one member selected from the group consisting of quaternary phosphonium salts and quaternary ammonium salts is used as the catalyst.
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- A Convenient Synthesis of Fluorobenzaldehydes by KF/Ph4PBr/18-Crown-6 Reagent System
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4-Fluorobenzaldehyde was easily synthesized from 4-chlorobenzaldehyde by potassium fluoride in the presence of tetraphenylphosphonium halide plus 18-crown-6 or poly(ethylene glycol) dimethyl ether.Several fluorobenzaldehyde derivatives were similarly prepared from the corresponding chloro-derivatives in good yields.
- Yoshida, Yasuo,Kimura, Yoshikazu
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p. 1355 - 1358
(2007/10/02)
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- Cinnamamidohydantoins
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A series of cinnamamidohydantoins are useful as anthelmintic agents.
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