881009-83-2

Upstream product

• 358-23-6 trifluoromethylsulfonic anhydride 
• 135999-16-5 2-Bromo-3-methoxyphennol 
• 72525-60-1 hexamethyldisilazan 
• 28165-49-3 6-bromoguaiacol 

Downstream Products

• 904912-78-3 [2-(3-methoxyphenyl)-1,2-dihydro-1-isoquinolinyl]methyl cyanide 
• 217-59-4 triphenylene 
• 854641-63-7 1-methoxytriphenylene 
• 540751-00-6 7-methoxy-3-phenylbenzo[d]isoxazole 
• 1218818-80-4 4-methoxy-3-phenylbenzo[d]isoxazole 
• 1227180-58-6 3-(2,4,6-trimethyl)phenyl-4-(methoxy)-1,2-benzisoxazole 
• 1227180-57-5 3-(2,4,6-trimethyl)phenyl-7-(methoxy)-1,2-benzisoxazole 
• 1269479-48-2 2-ethoxy-1-ethynyl-3-methoxybenzene 
• 1352657-85-2 N-[1-(2-bromo-3-methoxylphenyl)-3-phenyl-2-propynylidene]-tert-octylamine 
• 1261501-08-9 2-iodo-1-methoxy-3-(trifluoromethyl)benzene 
• 1033722-04-1 phaitanthrin C 
• 1450894-31-1 ethyl 2-(2-formyl-3-methoxyphenyl)acetate 
• 95278-09-4 (3-methoxylphenyl)diphenylphosphine oxide 
• 1595288-12-2 2-(cyano(dimethylamino)methyl)-3-methoxyphenyl 4-methylbenzoate 

Relevant academic research and scientific papers

Benzyne 1,2,4-Trisubstitution and Dearomative 1,2,4-Trifunctionalization

Both 1,2,4-trisubstitution and dearomative 1,2,4-trifunctionalization of benzyne have been accomplished from sulfoxides bearing a penta-2,4-dien-1-yl moiety. These cascade transformations proceed through a benzyne insertion into the S═O bond and an uncommon regiospecific anionic [4,5]-sigmatropic rearrangement, furnishing a C-O, C-S, and C-C bond on the C1-, C2-, and C4-position of a benzene ring, respectively. This study showcases new cascade benzyne reaction modes involving both distal C-H bond functionalization and dearomatization.

Selective: S -arylation of 2-oxazolidinethiones and selective N -arylation of 2-benzoxazolinones/2-benzimidazolinones

There exist three possible patterns for the reaction of cyclic 2-oxazolidinethione and 2-benzoxazolidinethione with arynes, namely (a) S-arylation, (b) N-arylation, and (c) aryne insertion into the thiocarbonyl group (CS). Our studies demonstrate that S-arylation wins out affording S-aryl dihydrooxazoles. In contrast, for related reactions of cyclic 2-benzoxazolinone and 2-benzimidazolinone with arynes, it is found that N-arylation outcompetes O-arylation and aryne insertion into the CO group to give N-aryl 2-benzoxazolinones and N-aryl 2-benzimidazolinones.

An efficient procedure for the synthesis of ortho-trialkylsilylaryl triflates: Easy access to precursors of functionalized arynes

o-Trialkylsilylaryl triflates which are useful aryne precursors are prepared from o-bromophenols by an efficient, one-pot procedure involving O-silylation, metal-halogen exchange, O- to C-silyl migration, and entrapment of the phenoxide with triflic anhydride.