Disclosed is a method of synthesizing a 2-hydroxyphenyl-5-pyrazinel ketone represented by the following chemical formula (I), comprising: weighing 0.048 g of a palladium complex, 0.8413 g of chromone-3-formaldehyde and 2.5719 g of ammonium formate into a 100 mL round bottom flask, then adding 50 mL of anhydrous methanol to dissolve, heating to reflux for 36 h, then stopping the reaction, performing column chromatography with petroleum ether and dichloromethane in a volume ratio of 1:1, and then naturally volatilizing the first component to obtain a light yellow crystal, namely the 2-hydroxyphenyl-5-pyrazinel ketone, referred to as compound (I); the chemical formula of the compound (I) is as follows:

##STR00001##

an application of compound (I) as a catalyst in the reaction of benzophenone imine and trimethylsilyl nitrile showing a good catalytic performance, with a conversion rate of 69.1%.

A method of synthesizing a 2-hydroxyphenyl-5-pyrimide ketone represented by the following chemical formula (I), including: weighing 0.048 g of a palladium complex, 0.8413 g of chromone-3-formaldehyde and 2.5719 g of ammonium formate into a 100 mL round bottom flask, then adding 50 mL of anhydrous methanol to dissolve, heating to reflux for 36 h, then stopping the reaction, performing column chromatography with petroleum ether and dichloromethane in a volume ratio of 1:1, and then naturally volatilizing the first component to obtain a light yellow crystal, namely the 2-hydroxyphenyl-5-pyrimidine ketone; wherein the chemical formula of the compound (I) is as follows: ##STR00001##
and
an use of compound (I) as a catalyst in the reaction of benzophenone imine and trimethylsilyl nitrile showing a good catalytic performance, with a conversion rate of 69.1%.

The subject invention pertains to a method of halogenating phenols, yielding a range of halogenated phenols with enantiomeric ratio of up to 99.5:0.5. In certain embodiments, the subject invention pertains to a method of asymmetric halogenation of bisphenol, yielding a range of chiral bisphenol ligands. The novel chiral bisphenols are potent privileged catalyst cores that can be applied to the preparation of ligands for various catalytic asymmetric reactions. The catalyst library can easily be accessed because late-stage modification of the scaffold can readily be executed through cross-coupling of the halogen handles on the bisphenols.

The subject invention pertains to a method of halogenating phenols, yielding a range of halogenated phenols with enantiomeric ratio of up to 99.5:0.5. In certain embodiments, the subject invention pertains to a method of asymmetric halogenation of bisphenol, yielding a range of chiral bisphenol ligands. The novel chiral bisphenols are potent privileged catalyst cores that can be applied to the preparation of ligands for various catalytic asymmetric reactions. The catalyst library can easily be accessed because late-stage modification of the scaffold can readily be executed through cross-coupling of the halogen handles on the bisphenols.

The subject invention pertains to a method of halogenating phenols, yielding a range of halogenated phenols with enantiomeric ratio of up to 99.5:0.5. In certain embodiments, the subject invention pertains to a method of asymmetric halogenation of bisphenol, yielding a range of chiral bisphenol ligands. The novel chiral bisphenols are potent privileged catalyst cores that can be applied to the preparation of ligands for various catalytic asymmetric reactions. The catalyst library can easily be accessed because late-stage modification of the scaffold can readily be executed through cross-coupling of the halogen handles on the bisphenols.

This invention describes the methodology to produce solid heterogeneous chiral organocatalysts that can be used in condensation reactions. The catalysts can be recovered in a simple manner by filtration and can also be reused.

The present invention provides a bifunctional catalyst of the formula (1): wherein: each R.sup.1 is independently selected from an optionally substituted alkyl group, an optionally substituted cycloalkyl group, an optionally substituted aryl group, an optionally substituted heteroaryl group, an optionally substituted aralkyl group and an optionally substituted alkaryl group; Z represents a divalent organic linking moiety optionally containing one or more stereocenters; and EWG represents an electron-withdrawing group.
(R.sup.1).sub.3PNZNH-EWG(1)

This invention describes the methodology to produce solid heterogeneous chiral organocatalysts that can be used in condensation reactions. The catalysts can be recovered in a simple manner by filtration and can also be reused.

This invention describes the methodology to produce solid heterogeneous chiral organocatalysts that can be used in condensation reactions. The catalysts can be recovered in a simple manner by filtration and can also be reused.