1070912-72-9

Upstream product

• 75-61-6 dibromodifluoromethane 
• 18172-67-3 beta-pinene 
• 56-23-5 tetrachloromethane 

Downstream Products

• 1070912-81-0 1-(2,2-difluorovinyl)-4-isopropylcyclohexene 
• 1070912-79-6 4-(2-bromo-2,2-difluoroethyl)-1-isopropylcyclohexene 
• 1070912-80-9 4-(2-bromo-2,2-difluoroethyl)-1-isopropylcyclohexane 
• 1070912-78-5 1-(2-bromo-2,2-difluoroethyl)-4-isopropylcyclohexene 
• 1070912-74-1 (4S)-1-(2-bromo-2,2-difluoroethyl)-4-isopropenylidenecyclohexene 
• 1070912-73-0 (4S)-1-(2-bromo-2,2-difluoroethyl)-4-isopropenylcyclohexene 
• 1070912-75-2 1-(2,2-difluorovinyl)-4-isopropylidenecyclohexene 
• 1070912-76-3 1-(2,2-difluorovinyl)-4-isopropenylcyclohexene 
• 1070912-77-4 1-(2,2-difluorovinyl)-4-(2-bromoisopropyl)cyclohexene 
• 1070912-85-4 5,5-difluoro-8,9,10,10a-tetrahydro-9-isopropyl-2-phenyl-2H-[1.2,4]triazolo[1,2-α]cinnoline-1,3(5H,7H)-dione 
• 1070912-82-1 5,5-difluoro-8,9,10,10a-tetrahydro-9-isopropylideno-2-phenyl-2H-[1.2,4]-triazolo-[1,2-α]cinnoline-1,3(5H,7H)-dione 
• 1070912-84-3 9-(2-bromoisopropyl)-5,5-difluoro-8,9,10,10a-tetrahydro-2-phenyl-2H-[1.2,4]-triazolo-[1,2-α]cinnoline-1,3(5H,7H)-dione 

Relevant academic research and scientific papers

Visible light-mediated atom transfer radical addition via oxidative and reductive quenching of photocatalysts

Herein, the development of visible light-mediated atom transfer radical addition (ATRA) of haloalkanes onto alkenes and alkynes using the reductive and oxidative quenching of [Ir{dF(CF3)ppy}2(dtbbpy)]PF 6 and [Ru(bpy)3]Cl2 is presented. Initial investigations indicated that the oxidative quenching of photocatalysts could effectively be utilized for ATRA, and since that report, the protocol has been expanded by broadening the scope of the reaction in terms of the photocatalysts, substrates, and solvents. In addition, further modifications of the reaction conditions allowed for the efficient ATRA of perfluoroalkyl iodides onto alkenes and alkynes utilizing the reductive quenching cycle of [Ru(bpy) 3]Cl2 with sodium ascorbate as the sacrificial electron donor. These results signify the complementary nature of the oxidative and reductive quenching pathways of photocatalysts and the ability to predictably direct reaction outcome through modification of the reaction conditions.

Sodium dithionite initiated addition of CF2Br2 to β-pinene and reactions of the adduct. Synthesis and the reactivity of new 1,1-difluorodienes

Sodium dithionite effectively promotes the addition of dibromodifluoromethane to the exocyclic double bond of β-pinene. The reaction proceeded in a MeCN/H2O system to give almost quantitatively an adduct, 1-(2-bromo-2,2-difluoroethyl)-4-(2-bromoisopropyl)-cyclohexene, as the sole product. On treatment of the adduct with 2,2,6,6-tetramethylpiperidine elimination of HBr only from the (CH3)2CHBr group occurred to give a mixture of regioisomeric dienes, while treatment with 50% KOH under phase transfer catalysis conditions or with K2CO3 in DMF resulted in total dehydrobromination to give trienes possessing an exocyclic CH{double bond, long}CF2 group. Surprisingly, the main course of the reactions of the adduct with DBU (1,8-diazabicyclo[5.4.0]undece-7-ene) and also with t-BuOK in THF was elimination of HBr only from the CH2CF2Br group to afford 1-(2,2-difluorovinyl)-4-(2-bromoisopropyl)cyclohexene as the main product. Catalytic hydrogenation of the adduct followed by treatment with DBU afforded a conjugated diene, 1-(2,2-difluorovinyl)-4-isopropylcyclohexene. Compounds bearing the CH{double bond, long}CF2 group are new 1,1-difluorodienes which readily reacted with 4-phenyl-3H-1,2,4-triazoline-3,5-dione to give cycloadducts, derivatives of triazolo[1,2-α]cinnoline.