353238-07-0

Upstream product

• 5159-41-1 2-iodobenzyl alcohol 
• 134810-60-9 dibutyl-(1-butyl-2,2-difluoro-vinyl)-borane 
• 26260-02-6 2-iodobenzaldehyde 
• 220506-46-7 o-(1,1-difluorohex-1-en-2-yl)benzaldehyde 

Downstream Products

• 259152-02-8 4-butyl-3-fluoro-2-p-toluenesulfonyl-1,2-dihydroisoquinoline 
• 259152-03-9 N-[o-(1,1-difluorohex-1-en-2-yl)benzyl]-p-toluenesulfonamide 
• 259152-15-3 N-tert-butoxycarbonyl-N-[o-(1,1-difluorohex-1-en-2-yl)benzyl]-p-toluenesulfonamide 

Relevant academic research and scientific papers

Syntheses of ring-fluorinated isoquinolines and quinolines via intramolecular substitution: Cyclization of 1,1-difluoro-1-alkenes bearing a sulfonamide moiety

On treatment of a base such as NaH, KH, or Et3N, N-[o-(2,2-difluorovinyl)benzyl]- and N-[o-(3,3-difluoroallyl)phenyl]-substituted p-toluenesulfonamides readily undergo intramolecular substitution of sulfonamide nitrogens for vinylic fluorines i

Intramolecular cyclizations of o-substituted β,β-difluorostyrenes: Synthesis of 3-fluorinated isochromenes and isothiochromenes

β,β-Difluorostyrenes bearing an oxygen (OH) or a sulfur (SH, SCOCH3) nucleophile linked by a methylene unit to the ortho carbon are prepared from 2,2,2-trifluoroethyl p-toluenesulfonate via the in situ generation of 2,2-difluorovinylboranes and their palladium-catalyzed cross-coupling reaction with aryl iodides. These styrene derivatives readily undergo intramolecular nucleophilic substitution of the oxygen and sulfur with loss of fluorine under basic conditions, leading to 3-fluoroisochromenes and 3-fluoroisothiochromenes in high yields.