176221-03-7

Upstream product

• 613-84-3 2-hydroxy-5-methylbenzaldehyde 
• 98-86-2 acetophenone 
• 106-44-5 p-cresol 

Downstream Products

• 1381807-84-6 9-methyl-2-phenyl-3-tosyl-4,4a-dihydro-3H-chromeno[3,4-c]pyridin-5(10bH)-one 
• 1397746-29-0 6-methyl-2,2-diphenyl-2H-chromene 
• 1429326-77-1 2-methyl-6-phenyl-6,12-methano-12H-dibenzo[d,g][1,3]dioxocin 
• 1428638-20-3 2-(1-(5-(4-chlorophenyl)-1,3,4-thiadiazol-2-yl)-5-phenyl-4,5-dihydro-1H-pyrazol-3-yl)-4-methylphenol 
• 1428638-19-0 2-(1-(5-(4-methoxyphenyl)-1,3,4-thiadiazol-2-yl)-5-phenyl-4,5-dihydro-1H-pyrazol-3-yl)-4-methylphenol 
• 1428638-18-9 4-methyl-2-(5-phenyl-1-(5-phenyl-1,3,4-thiadiazol-2-yl)-4,5-dihydro-1H-pyrazol-3-yl)phenol 
• 1371535-22-6 2-(2-methyl-9H-xanthen-9-yl)-1-phenylethanone 
• 5689-37-2 6-methyl-2-phenyl-chroman 
• 22877-14-1 2-(1,5-diphenyl-4,5-dihydro-1H-pyrazol-3-yl)-4-methyl-phenol 

Relevant academic research and scientific papers

Tosylhydrazine mediated conjugate reduction and sequential reductive coupling cyclization: Synthesis of 2-arylchromans

Tosylhydrazine mediated conjugate reduction of 2-hydroxyl chalcones and sequential reductive coupling cyclization is described. This is an unprecedented protocol and an extremely efficient method for a one-pot domino synthesis of 2-arylchromans in good to excellent yields from commercially available, cheap starting materials. More importantly, the two-step reactions can be easily controlled to afford dihydrochalcones or 2-arylchromans by the mole amounts of tosylhydrazine. Furthermore, the operational simplicity of the process and the high functional group tolerance are remarkable.

An advanced and novel one-pot synthetic method for diverse benzo[c]chromen-6-ones by transition-metal free mild base-promoted domino reactions of substituted 2-hydroxychalcones with β-ketoesters and its application to polysubstituted terphenyls

Novel and efficient one-pot syntheses of a variety of benzo[c]chromen-6-one derivatives were accomplished using Cs2CO3-promoted reactions between substituted 2-hydroxychalcones and β-ketoesters. These reactions involved domino Michael addition/intramolecular aldol/oxidative aromatization/lactonization and provided a rapid synthetic route for the production of biologically interesting novel benzo[c]chromen-6-one molecules bearing several different substituents on benzene rings. As an application of this methodology, several synthesized benzo[c]chromen-6-ones were transformed into highly functionalized novel terphenyls.

Organocatalyzed michael-michael cascade reaction: Asymmetric synthesis of polysubstituted chromans

An enantioselective cascade Michael-Michael reaction between chalcones enolates and nitromethane catalyzed by a bifunctional thiourea is developed. This reaction provides a mild but efficient approach to chiral benzopyrans bearing three consecutive stereocenters in high yields with excellent stereoselectivities, and the benzopyrans can be easily transformed to the corresponding tricyclic product.

Enantioselective intramolecular formal [2 + 4] annulation of acrylates and α,β-unsaturated imines catalyzed by amino acid derived phosphines

The first chiral phosphine-catalyzed activation of acrylates for intramolecular formal [2 + 4] reactions with unsaturated imines is described. The catalytic reactions afford N-heterocycles with exceptionally high diastereo- and enantioselectivities. The [2 + 4] products are amenable for further transformations to useful molecules such as chiral piperidines and multicyclic structures.