319924-88-4

Upstream product

• 3489-11-0 6-methylflavanone 
• 106-44-5 p-cresol 
• 104-54-1 3-Phenylpropenol 
• 98-86-2 acetophenone 
• 176221-03-7 3-(2-hydroxy-5-methylphenyl)-1-phenyl-2-propene-1-ketone 
• 6627-55-0 2-bromo-p-cresol 
• 127073-84-1 (R)-3-iodo-1-phenyl-1-propanol 
• 100306-33-0 (1R)-3-chloro-1-phenylpropanol 
• 615-58-7 2,4-dibromophenol 
• 319924-81-7 (S)-2,4-dibromo-1-(3-chloro-1-phenylpropoxy)-benzene 
• 74-88-4 methyl iodide 
• 100-42-5 styrene 
• 4383-07-7 2-hydroxymethyl-4-methylphenol 
• 613-84-3 2-hydroxy-5-methylbenzaldehyde 

Relevant academic research and scientific papers

One step synthesis of 2-alkenylchromanes via inverse electron-demand Hetero-Diels–Alder reaction of o-quinone methide with unactivated dienes

The synthetically important 2-alkenylchromane derivatives were constructed in good yields under metal-free condition via inverse electron demand Hetero-Diels–Alder reaction of o-quinone methides with unactivated dienes. This strategy features mild conditi

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.

Synthesis of chromans via [3 + 3] cyclocoupling of phenols with allylic alcohols using a Mo/o-chloranil catalyst system

(Chemical Equation Presented) The combination of a molybdenum complex (CpMoCl(CO)3 or [CpMo(CO)3]2) and o-chloranil was used as a catalyst in the [3 + 3] cyclocoupling of phenols and allylic alcohols under microwave heating conditions. Substituted chromans were selectively obtained in moderate to good isolated yields.

Asymmetric dehydration of β-hydroxy esters and application to the syntheses of flavane derivatives

Catalytic asymmetric dehydration of β-aryl or alkyl substituted β-hydroxy esters via kinetic resolution has been investigated. A brief survey of 10 different chiral ligands is conducted to examine the effects of chiral ligand structure on selectivity of t

Inter- and intramolecular Mitsunobu reaction based approaches to 2-substituted chromans and chroman-4-ones

Two approaches to optically active 2-substituted chromans and chroman-4-ones are described. The first utilized an intermolecular Mitsunobu reaction of a homochiral halopropanol and 2-bromophenol followed by cyclization to the 2-substituted chroman. In addition, a double lithiation procedure was developed to introduce additional functionality to the chroman. The second approach utilized an intramolecular Mitsunobu cyclization to give the 2-substituted chroman-4-one nucleus. The methodologies were applied to the syntheses of several biologically active natural and synthetic products.

Intramolecular excited-state interactions in phenol-styrene bicromophoric systems: A photochemical and photophysical study

The intramolecular excited state interaction between phenol and styrene in a series of trans-2-cinnamylphenols bearing electron-donating substituents at the phenolic ring has been directly observed as an exciplex emission in acetonitrile. The photochemica

An improved method for synthesis of 1-benzopyrans from unsaturated alcohols and phenols using a catalytic amount of acids

1-Benzopyrans, such as chromans and chromenes, were prepared in good to excellent yields by using a catalytic amount of p-toluenesulfonic acid through intermolecular cyclization reaction of phenols with unsaturated alcohols in 1,2-dichlroroethane.

A stereocontrolled route to 2-substituted chromans

A two-step synthesis of 2-substituted chromans of high enantiomeric purity is described. Mitsunobu reaction of homochiral halopropanols 10 with 2-bromophenol (9), followed by treatment with n-butyllithium under Parham cycloalkylation conditions generates

STEREOSELECTIVITY AT BENZYLIC CARBON. FLAVANOIDS-V. SYNTHESIS OF TRANS-4-ACETAMIDOFLAVANS

Some reactions of 4-substituted flavans have been studied. 4-Chloro/bromo derivatives react under neutral conditions with phthalimide and acetonitrile leading to displacement of axial halogen by nitrogen with inversion.In contrast, irrespective of the ste