131379-16-3 Usage
Description
4-(Ethoxycarbonyl)phenylzinc iodide is an organometallic compound that serves as a versatile reagent in the field of organic synthesis. It is characterized by its ability to participate in various chemical reactions, making it a valuable component in the synthesis of complex organic molecules.
Uses
Used in Pharmaceutical Industry:
4-(Ethoxycarbonyl)phenylzinc iodide is used as a pharmaceutical intermediate for the synthesis of various drugs and bioactive compounds. Its unique reactivity allows for the creation of complex molecular structures that can be utilized in the development of new medications.
Used in Organic Synthesis:
4-(Ethoxycarbonyl)phenylzinc iodide is used as a substrate in the transition metal-catalyzed cross-coupling reactions with unsaturated thioethers and thiomethyl-substituted N-heterocycles. This application enables the formation of new carbon-sulfur and carbon-nitrogen bonds, which are essential in the synthesis of a wide range of organic compounds.
Used in the Synthesis of Indazole Derived Glucagon Receptor Antagonists:
4-(Ethoxycarbonyl)phenylzinc iodide serves as a starting material in the synthesis of indazole derived glucagon receptor antagonists. These compounds have potential applications in the treatment of type 2 diabetes and other metabolic disorders.
Used in the Synthesis of 5-Aryl-2-Furaldehydes:
4-(Ethoxycarbonyl)phenylzinc iodide is used as a substrate in the Pd-catalyzed synthesis of 5-aryl-2-furaldehydes by reacting with 5-bromo-2-furaldehyde. This reaction provides a convenient method for the preparation of 5-aryl-2-furaldehydes, which are important intermediates in the synthesis of various pharmaceuticals and agrochemicals.
Check Digit Verification of cas no
The CAS Registry Mumber 131379-16-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,1,3,7 and 9 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 131379-16:
(8*1)+(7*3)+(6*1)+(5*3)+(4*7)+(3*9)+(2*1)+(1*6)=113
113 % 10 = 3
So 131379-16-3 is a valid CAS Registry Number.
InChI:InChI=1/C9H9O2.HI.Zn/c1-2-11-9(10)8-6-4-3-5-7-8;;/h4-7H,2H2,1H3;1H;/q-1;;+2/p-1/rC9H9O2.IZn/c1-2-11-9(10)8-6-4-3-5-7-8;1-2/h4-7H,2H2,1H3;/q-1;+1
131379-16-3Relevant articles and documents
Stereoconvergent arylations and alkenylations of unactivated alkyl electrophiles: Catalytic enantioselective synthesis of secondary sulfonamides and sulfones
Choi, Junwon,Martín-Gago, Pablo,Fu, Gregory C.
, p. 12161 - 12165 (2014)
The development of efficient methods for the generation of enantioenriched sulfonamides and sulfones is an important objective for fields such as organic synthesis and medicinal chemistry; however, there have been relatively few reports of direct catalytic asymmetric approaches to controlling the stereochemistry of the sulfur-bearing carbon of such targets. In this report, we describe nickel-catalyzed stereoconvergent Negishi arylations and alkenylations of racemic α-bromosulfonamides and -sulfones that furnish the desired cross-coupling product in very good ee and yield for an array of reaction partners. Mechanistic studies are consistent with the generation of a radical intermediate that has a sufficient lifetime to diffuse out of the solvent cage and to cyclize onto a pendant olefin.
Mechanochemical Activation of Zinc and Application to Negishi Cross-Coupling
Cao, Qun,Howard, Joseph L.,Wheatley, Emilie,Browne, Duncan L.
supporting information, p. 11339 - 11343 (2018/08/28)
A form independent activation of zinc, concomitant generation of organozinc species and engagement in a Negishi cross-coupling reaction via mechanochemical methods is reported. The reported method exhibits a broad substrate scope for both C(sp3)–C(sp2) and C(sp2)–C(sp2) couplings and is tolerant to many important functional groups. The method may offer broad reaching opportunities for the in situ generation organometallic compounds from base metals and their concomitant engagement in synthetic reactions via mechanochemical methods.
Efficient synthesis of functionalized organozinc compounds by the direct insertion of zinc into organic iodides and bromides
Krasovskiy, Arkady,Malakhov, Vladimir,Gavryushin, Andrei,Knochel, Paul
, p. 6040 - 6044 (2007/10/03)
(Chemical Equation Presented) Insider dealing: A wide range of poly-functional (hetero)aromatic and aliphatic zinc reagents can be easily prepared in THF. The compounds are formed by a Zn insertion reaction mediated by the addition of LiCl (see scheme; All = allyl).
