100716-21-0

Upstream product

• 6627-55-0 2-bromo-p-cresol 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 103448-24-4 2-bromo-4-methyl-5-nitro-phenol 
• 173992-12-6 1-(3-hydroxy-3-methylbutynyl)-5-methyl-2-tosyloxybenzene 

Relevant academic research and scientific papers

Pd(OAc)2-catalyzed Domino reactions of 1-chloro-2-haloarenes and 2-haloaryl tosylates with hindered Grignard reagents via palladium-associated arynes

(Chemical Equation Presented) The palladium-associated aryne generation strategy and Pd(OAc)2-catalyzed annulative Domino reactions of 1-chloro-2-halobenzenes and 2-haloaryl tosylates with hindered Grignard reagents via palladium-associated arynes are described. The palladium-associated aryne generation strategy described here not only allows the high yield, one-step access to potentially useful substituted fluorenes from readily available 1-chloro-2-halobenzenes and 2-haloaryl tosylates, but may also lead to the development of other tandem reactions based on these readily available ortho leaving group bearing haloarenes.

Pd(OAc)2-catalyzed domino reactions of 1,2-dihaloarenes and 2-haloaryl arenesulfonates with Grignard reagents: efficient synthesis of substituted fluorenes

Pd(OAc)2-catalyzed domino reactions of 1,2-dihalobenzenes and 2-haloaryl arenesulfonates with hindered Grignard reagents to form substituted fluorenes, which are believed to occur through palladium associated aryne intermediates, are described. Such palladium associated aryne reaction pathway was found to be favored by omitting the use of phosphine and N-heterocyclic carbene ligands for palladium catalysts and with better leaving groups. Our study suggested that Pd(leaving group)X associated arynes should be formed first and the sp3 C-H activation preferentially occurred at benzylic C-(1°)H bonds. The work described here provides a high yield, one-step access to substituted fluorenes from readily available 1,2-dihalobenzenes and 2-haloaryl arenesulfonates and hindered Grignard reagents, and this substituted fluorene-making method may find applications in the preparation of substituted fluorene-containing molecules including polymers.

A short synthetic route to benzofurans. syntheses of naturally occurring euparin and related compounds

Euparin (4a) and related benzofurans (4b-e, g) were synthesized by conversion of the corresponding o-(3-hydroxy-3-methylbutynyl)phenyl tosylates (2) in the presence of base into the 2-(1-hydroxy-1-methylethyl)benzofurans (3), followed by dehydration in hi