61495-15-6

Upstream product

• 74626-11-2 3,4-dihydronaphthalen-2-yl N,N-dimethylcarbamate 
• 352-13-6 4-flourophenylmagnesium bromide 
• 448-59-9 tris(4-fluorophenyl)boroxine 
• 443667-72-9 C₁₁H₁₃⁽²⁾HO₃S 
• 116503-58-3 3-deuterio-1,2-dihydronaphthalene 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 447-53-0 1,2-Dihydronaphthalene 

Downstream Products

• 28396-55-6 2-(4-fluorophenyl)naphthalene 

Relevant academic research and scientific papers

Pd-catalyzed cross-coupling of highly sterically congested enol carbamates with grignard reagents via c-o bond activation

The palladium-catalyzed cross-coupling reaction of enol carbamates to construct highly sterically congested alkenyl compounds is presented for the first time. This protocol demonstrates the potential of using thermally stable and highly atom-economic enol electrophiles as building blocks in bulky alkene synthesis. This reaction accommodates a broad substrate scope with excellent Z/E isomer ratios, which also provides a new synthetic pathway for accessing Tamoxifen.

Nickel-catalyzed efficient and practical Suzuki-Miyaura coupling of alkenyl and aryl carbamates with aryl boroxines

(Figure Presented) Suzuki-Miyaura coupling of unactivated alkenyl carbamates Is described to construct polysubstituted olefins. The developed process is also suitable for heteroaromatic and even electron-rich aromatic carbamates.

Competing Regiochemical Pathways in the Heck Arylation of 1,2-Dihydronaphthalene

The Heck reaction of aryl iodides with 1,2-dihydronaphthalene has been examined. Two separate reaction pathways are observed under all the conditions tried. Arylation adjacent to the aromatic ring leads to a subsequent double bond shift such that the product is a 1-aryl-1,2-dihydronaphthalene. The alternative regiochemistry leads to production of the corresponding 3-aryl-1,2-dihydronaphthalene, and labelling studies with specifically deuterated alkenes demonstrate that this is most likely to be the result of a trans Pd-H elimination pathway. The ratio always varies between 75:25 in favour of the 3-aryl product (Jeffery conditions) to 70:30 in favour of the 1-aryl product.