138833-03-1Relevant articles and documents
Borosilicate Activation of (Difluoroiodo)toluene in the gem-Difluorination of Phenyldiazoacetate Derivatives
Sinclair, Geoffrey S.,Tran, Richard,Tao, Jason,Hopkins, W. Scott,Murphy, Graham K.
, p. 4603 - 4606 (2016)
A combined experimental and computational investigation was conducted to identify a mild and effective Lewis-acidic activator for TolIF2in the gem-difluorination of diazo compounds. Computationally, borosilicate, a common constituent of laborat
Dihaloiodoarenes: α,α-dihalogenation of phenylacetate derivatives
Tao, Jason,Tran, Richard,Murphy, Graham K.
supporting information, p. 16312 - 16315 (2013/12/04)
A hypervalent iodine reagent-based α-carbonyl dihalogenation reaction is reported. Treating diazoacetate derivatives with either iodobenzene dichloride or iodotoluene difluoride results in gem-dichlorination or gem-difluorination products, respectively. The reaction is catalyzed by either Lewis acid or Lewis base activation of the aryl-λ3-iodane (ArIX2) species and proceeds rapidly and chemoselectively to the desired gem-difunctionalized products in good to excellent yield.
Tricomponent catalytic α,α-difluorination of acid chlorides
Bloom, Steven,Scerba, Michael T.,Erb, Jeremy,Lectka, Thomas
supporting information; experimental part, p. 5068 - 5071 (2011/11/29)
The selective α,α-difluorination of carbonyl compounds remains a challenge in modern organic synthesis; current methods often incorporate stepwise processes and/or harsh conditions, providing unsatisfactory mixtures of mono- and difluorinated products. In this communication, a practical, mild, and one-pot method for the selective α,α-difluorination of readily available acid chlorides is reported in which three separate catalysts act synergistically to form products in outstanding selectivity and fair to excellent yields.