17181-02-1

Upstream product

• 1449-46-3 benzyltriphenylphosphonium bromide 
• 93-08-3 methyl 2-naphthyl ketone 
• 1100-88-5 benzyltriphenylphosphonium chloride 
• 1762-15-8 1-(naphthalen-2-yl)-2-phenylethanone 
• 1427318-54-4 C₂₀H₁₈S 
• 676-58-4 methylmagnesium chloride 
• 1427318-05-5 (E)-(1-chloro-2-phenylvinyl)(ethyl)sulfane 
• 14476-62-1 1-Ethylthio-2-phenyl-acetylen 
• 673-32-5 1-Phenylprop-1-yne 
• 93-09-4 naphthalene-2-carboxylate 
• 86-55-5 1-naphthalenecarboxylic acid 
• 26227-06-5 2-(3-phenylprop-1-en-2-yl)naphthalene 
• 52457-83-7 3-Hydroxy-3-(2-naphthyl)-4-phenylbutansaeureaethylester 
• 52457-82-6 3-Hydroxy-3-naphthalen-2-yl-4-phenyl-butyric acid 

Downstream Products

• 2381-34-2 6-methylbenzo[c]phenanthrene 
• 1361148-20-0 1-methyl-2,4-diphenylanthracene 

Relevant academic research and scientific papers

Cobalt(II)-Catalyzed Stereoselective Olefin Isomerization: Facile Access to Acyclic Trisubstituted Alkenes

Stereoselective synthesis of trisubstituted alkenes is a long-standing challenge in organic chemistry, due to the small energy differences between E and Z isomers of trisubstituted alkenes (compared with 1,2-disubstituted alkenes). Transition metal-catalyzed isomerization of 1,1-disubstituted alkenes can serve as an alternative approach to trisubstituted alkenes, but it remains underdeveloped owing to issues relating to reaction efficiency and stereoselectivity. Here we show that a novel cobalt catalyst can overcome these challenges to provide an efficient and stereoselective access to a broad range of trisubstituted alkenes. This protocol is compatible with both mono- and dienes and exhibits a good functional group tolerance and scalability. Moreover, it has proven to be a useful tool to construct organic luminophores and a deuterated trisubstituted alkene. A preliminary study of the mechanism suggests that a cobalt-hydride pathway is involved in the reaction. The high stereoselectivity of the reaction is attributed to both a π-πstacking effect and the steric hindrance between substrate and catalyst.

Doubly Regioselective C-H Hydroarylation of Unsymmetrical Alkynes Using Carboxylates as Deciduous Directing Groups

A catalyst system composed of [(C6Me6)RuCl2]2, potassium carbonate/guanidine carbonate, and mesitoic acid efficiently promotes the doubly regioselective C-H hydroarylation of unsymmetrical alkynes. The process involves carboxylate-directed ortho-C-H bond activation followed by regioselective addition to the alkyne C-C triple bond with concerted decarboxylation. This action of the carboxylate as a deciduous directing group ensures exclusive monovinylation with high selectivity for the (E)-1,2-diarylalkene.

An operationally simple approach to (E)-α-halo vinyl sulfides and their applications for accessing stereodefined trisubstituted alkenes

An operationally simple and practical protocol for the synthesis of (E)-α-halo vinyl sulfides has been achieved via a highly regio- and stereoselective hydrohalogenation of alkynyl thioethers using lithium halides in HOAc or propionic acid at room temperature. It permits the formation of (E)-α-chloro and (E)-α-bromo vinyl sulfides in satisfactory yields with good to excellent stereoselectivities. Moreover, this work results in a new method for the assembly of stereodefined (E)- or (Z)-trisubstituted alkenes featuring the first coupling of the C-X bond of (E)-α-halo vinyl sulfides followed by a subsequent Ni-catalyzed coupling of the C-S bond with Grignard reagents. The Royal Society of Chemistry 2013.

Iron-catalysed tandem cross-dehydrogenative coupling (CDC) of terminal allylic C(sp3) to C(sp2) of styrene and benzoannulation in the synthesis of polysubstituted naphthalenes

A novel iron-catalysed tandem cross-dehydrogenative coupling and benzoannulation process was developed for the synthesis of biologically and synthetically important polysubstituted naphthalene derivatives from simple 1,2-aryl-propenes and styrenes in moderate to good yields. The Royal Society of Chemistry 2012.

Synthesis of 6,7-benz[c]acephenanthrylene and its photodimerization to a simple molecular tweezer

A short convenient synthesis of 6,7-benz[c]acephenanthrylene (2) is described. Solutions of C60 (1) in toluene exposed to laboratory lighting readily photodimerize to the cis-cyclobutane 14, with a molecule of toluene intercalated inside the mo