149457-44-3

Upstream product

• 4897-68-1 2-iodo-4-methoxybromobenzene 
• 536-74-3 phenylacetylene 

Downstream Products

• 141240-88-2 (4-Methoxy-2-phenylethynyl-phenyl)-dimethyl-silane 
• 141240-78-0 (4-Methoxy-2-phenylethynyl-phenyl)-diphenyl-silane 
• 1446239-87-7 (3S,4S)-9H-fluoren-9-yl 4-benzoyl-6-methoxy-1,1-dimethyl-3,4-dihydro-1H-benzo[c][1,2]oxasiline-3-carboxylate 
• 1446239-72-0 (4-methoxy-2-(phenylethynyl)phenyl)dimethylsilanol 
• 141240-83-7 5-Methoxy-1,1,2-triphenyl-1H-benzo[b]silole 
• 149457-48-7 (4-Methoxy-2-phenylethynyl-phenyl)-(2,4,6-tri-tert-butyl-phenyl)-phosphane 

Relevant academic research and scientific papers

Controlling the Selectivity Patterns of Au-Catalyzed Cyclization-Migration Reactions

As little as 2 mol % of (XPhos)AuNTf2 catalyzes the transformation of a broad range of o-acetylene-substituted styrenes into 1,2-dihydronaphthalenes. Our data suggests that this transformation occurs via a gold-stabilized cyclopropyl carbinyl cation, which triggers either a [1,2] carboxylate shift or a less favorable [1,2] aryl shift. The relative rates of these migrations can be controlled by the identity of the ligand or by stabilizing the mesomeric cation.

Gold(I)-Catalyzed Cascade Cyclization Reactions of Allenynes for the Synthesis of Fused Cyclopropanes and Acenaphthenes

A gold-catalyzed reaction of phenylene-tethered allenynes with benzofurans gave 1-(naphth-1-yl)cyclopropa[b]benzofuran derivatives, whereas the reaction of 1-allenyl-2-ethynyl-3-methylbenzene derivatives in the absence of benzofurans gave acenaphthenes in good yields. These results can be rationalized by nucleophilic attack of the alkyne moiety on an activated allene to form a vinyl cation intermediate.

Enantioselective Folding of Enynes by Gold(I) Catalysts with a Remote C2-Chiral Element

Chiral gold(I) catalysts have been designed based on a modified JohnPhos ligand with a distal C2-2,5-diarylpyrrolidine that creates a tight binding cavity. The C2-chiral element is close to where the C-C bond formation takes place in cyclizations of 1,6-enynes. These chiral mononuclear catalysts have been applied for the enantioselective 5-exo-dig and 6-endo-dig cyclization of different 1,6-enynes as well as in the first enantioselective total synthesis of three members of the carexane family of natural products. Opposite enantioselectivities have been achieved in seemingly analogous reactions of 1,6-enynes, which result from different chiral folding of the substrates based on attractive aryl-aryl interactions.

Ruthenium-Catalyzed Cycloisomerization of 2-Alkynylstyrenes via 1,2-Carbon Migration That Leads to Substituted Naphthalenes

A ruthenium-catalyzed carbocyclization of 2-alkynylstyrenes that involves a very rare 1,2-carbon migration of internal alkynes is reported. Various 1,2-di -and 1,4,7-trisubstituted naphthalenes are synthesized. Mechanistic studies revealed that this reaction proceeds via a disubstituted vinylidene complex as the key intermediate by 1,2-carbon migration of the 2-alkynylstyrenes.

Visible light-promoted radical cyclization of silicon-tethered alkyl iodide and phenyl alkyne. An efficient approach to synthesize benzosilolines

An efficient approach to synthesize benzosiloline has been developed using a visible light-promoted radical cyclization reaction of silicon-tethered alkyl iodide and phenyl alkyne.

Enantioselective relay catalytic cascade intramolecular hydrosiloxylation and mukaiyama aldol reaction

Cascading chemistry! The first practical relay catalytic cascade intramolecular hydrosiloxylation of arylacetylene and asymmetric Mukaiyama aldol reaction has been established to give synthetically useful products in high yields and with excellent ee (see scheme). Copyright

A general and simple synthesis of phosphindoles

A first simple and general synthesis of phosphindoles by intramolecular cyclisation of secondary o-phosphinotolanes is described.