70508-77-9

Upstream product

• 108637-17-8 diethyl 3-hydroxy-3-phenylprop-1-ynylphosphonate 
• 762-04-9 phosphonic acid diethyl ester 
• 3623-15-2 phenyl propargyl ketone 
• 59019-10-2 1-Benzoyl-2-dibenzylamino-aethylen 
• 3506-54-5 3-(diethylamino)-1-phenylprop-2-en-1-one 
• 1201-93-0 1-phenyl-3-dimethylaminoprop-2-enone 
• 4187-87-5 1-Phenyl-2-propyn-1-ol 
• 32257-31-1 2-((1-phenylprop-2-yn-1-yl)oxy)tetrahydro-2H-pyran 
• 908240-44-8 [3-phenyl-3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-phosphonic acid diethyl ester 
• 3306-07-8 1-benzoyl-2-chloroethene 
• 122-52-1 triethyl phosphite 

Downstream Products

• 91359-46-5 (Z)-2-Brom-3-oxo-3-phenyl-1-propenyl-phosphonsaeurediethylester 
• 91359-45-4 (E)-2-Brom-3-oxo-3-phenyl-1-propenyl-phosphonsaeurediethylester 
• 91359-54-5 3-Benzoyl-4-pyrazolyl-phosphonsaeure-diethylester 
• 91359-44-3 3-Oxo-3-phenyl-1-propinyl-phosphonsaeure-diethylester 
• 91359-43-2 1,2-Dibrom-3-oxo-3-phenyl-1-propyl-phosphonsaeure-diethylester 

Relevant academic research and scientific papers

Copper-Catalyzed Enaminone C(sp2)-N Bond Phosphonation for Stereoselective Synthesis of Alkenylphosphonates

A direct enaminone C-N bond coupling functionalization that generates a new C-P bond using dialkyl phosphonate for the efficient and stereoselective synthesis of (E)-alkenylphosphonates is reported. The reactions toward target products proceed well with a broad scope, disclosing a valuable new synthetic application of enaminones by the interesting C(sp2)-N bond elaboration.

Activation of the P-H bond by a frustrated Lewis pair and its application in catalytic: Z -selective hydrophosphonylation of terminal ynones

The frustrated Lewis pair (FLP) comprised of B(C6F5)3 and 1,2,2,6,6-pentamethylpiperidine (PMP) can efficiently catalyze Z-selective hydrophosphonylation of terminal ynones with a Z/E selectivity of up to 20:1. Mechanistic studies suggest that the trans arrangement of the phosphite nucleophilic attack and hydrogen bond formation on the alkyne moiety is responsible for the observed Z-selectivity.

Sodium bicarbonate-catalyzed stereoselective isomerizations of electron-deficient propargylic alcohols to (Z)-enones

Redox isomerization is a synthetically important process because it creates two new functional groups in the product, among which is the isomerization of propargylic alcohols to conjugated enones. Although E-enones have been prepared by this approach, Z-e

Base-catalyzed stereoselective isomerization of electron-deficient propargylic alcohols to E-enones

We have developed highly stereoselective methods to isomerize electron-deficient propargylic alcohols to E-enones under mild conditions (EWG = electron-withdrawing group). Among weak bases we screened, catalytic (10-20 mol %) 1,4-diazabicyclo[2.2.2]octane (DABCO) was found to be effective in most cases. When the substrate is conjugated with an amide, the addition of sodium acetate catalyzed the isomerization.