Tag: M.W=200-350

Wang, Heng-Yen published the artcileRegioselective synthesis of 2,3,4- or 2,3,5-trisubstituted pyrroles via [3,3] or [1,3] rearrangements of O-vinyl oximes, Application In Synthesis of 63131-30-6, the main research area is pyrrole derivative regioselective synthesis; vinyl oxime isomerization sigmatropic rearrangement Ir catalyst.

The regioselective synthesis of 2,3,4- or 2,3,5-trisubstituted pyrroles e. g., I has been achieved via [3,3] and [1,3] sigmatropic rearrangements of O-vinyl oximes, resp. Iridium-catalyzed isomerization of easily prepared O-allyl oximes enables rapid access to O-vinyl oximes. Optimization and scope of the O-allyl oxime isomerization and subsequent pyrrole formation are discussed and mechanistic pathways are proposed. The regioselectivity of pyrrole formation can be controlled by either the identity of the α-substituent or through the addition of an amine base. When enolization is favored, a [3,3] rearrangement followed by a Paal-Knorr cyclization provides a 2,3,4-trisubstituted pyrrole; when enolization is disfavored, a [1,3] rearrangement occurs prior to enolization to produce a 2,3,5-trisubstituted pyrrole after cyclization. Conditions are provided for selecting either the [3,3] rearrangement or the [1,3] rearrangement product with β-ester O-allyl oxime substrates.

Journal of Organic Chemistry published new progress about Isomerization. 63131-30-6 belongs to class iodides-buliding-blocks, name is Ethyl 3-(4-iodophenyl)-3-oxopropanoate, and the molecular formula is C11H11IO3, Application In Synthesis of 63131-30-6.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Yi, Jun published the artcileNickel-catalyzed Sonogashira reactions of non-activated secondary alkyl bromides and iodides, HPLC of Formula: 939759-26-9, the main research area is internal alkyne preparation; terminal alkyne alkyl halide Sonogashira coupling nickel catalyst; alkynes; cross-coupling; halides; nickel; synthetic methods.

A nickel-catalyzed Sonogashira cross-coupling of terminal alkynes with non-activated secondary alkyl iodides and bromides is described. This reaction provides a useful approach to the synthesis of substituted alkynes (in particular, dialkylated asym. alkynes) from readily available substrates. The bis(oxazoline) family of ligands was found to be effective for mediating nickel-catalyzed C(sp)-C(sp3) cross-couplings of both secondary and primary alkyl halides under fairly mild reaction conditions (room temperature to -20°C). This reaction exhibited good compatibility with a variety of synthetically important functional groups and therefore, could be used for the synthesis and modifications of biol. relevant mols. Furthermore, high diastereoselectivities were observed in C(sp)-C(sp3) cross-couplings of terminal alkynes with 1,3- and 1,4-substituted cyclohexyl iodides.

Angewandte Chemie, International Edition published new progress about Alkynes, α- Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 939759-26-9 belongs to class iodides-buliding-blocks, name is Benzyl 3-iodoazetidine-1-carboxylate, and the molecular formula is C11H12INO2, HPLC of Formula: 939759-26-9.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Yi, Jun published the artcileNickel-catalyzed Sonogashira reactions of non-activated secondary alkyl bromides and iodides, HPLC of Formula: 939759-26-9, the main research area is internal alkyne preparation; terminal alkyne alkyl halide Sonogashira coupling nickel catalyst; alkynes; cross-coupling; halides; nickel; synthetic methods.

A nickel-catalyzed Sonogashira cross-coupling of terminal alkynes with non-activated secondary alkyl iodides and bromides is described. This reaction provides a useful approach to the synthesis of substituted alkynes (in particular, dialkylated asym. alkynes) from readily available substrates. The bis(oxazoline) family of ligands was found to be effective for mediating nickel-catalyzed C(sp)-C(sp3) cross-couplings of both secondary and primary alkyl halides under fairly mild reaction conditions (room temperature to -20°C). This reaction exhibited good compatibility with a variety of synthetically important functional groups and therefore, could be used for the synthesis and modifications of biol. relevant mols. Furthermore, high diastereoselectivities were observed in C(sp)-C(sp3) cross-couplings of terminal alkynes with 1,3- and 1,4-substituted cyclohexyl iodides.

Angewandte Chemie, International Edition published new progress about Alkynes, α- Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 939759-26-9 belongs to class iodides-buliding-blocks, name is Benzyl 3-iodoazetidine-1-carboxylate, and the molecular formula is C11H12INO2, HPLC of Formula: 939759-26-9.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Watson, Rebecca B. published the artcileIron(III) Chloride Catalyzed Formation of 3,4-Dihydro-2H-pyrans from α-Alkylated 1,3-Dicarbonyls. Selective Synthesis of α- and β-Lapachone, Safety of Ethyl 3-(4-iodophenyl)-3-oxopropanoate, the main research area is dihydropyran preparation iron chloride catalyzed cyclization; lapachone synthesis iron chloride catalyzed cyclization.

A mild, catalytic method for the synthesis of 3,4-dihydro-2H-pyrans is described. The FeCl3-catalyzed transformation of aryl- and alkyl β-diketones enables synthetic access to functionalized pyran core structures incorporated in many natural products and biol. active target structures. The method represents a mild alternative to currently available reaction protocols relying on stoichiometric reagents and harsh reaction conditions. This FeCl3-catalyzed transformation has enabled the selective synthesis of α-lapachone in two synthetic transformations and subsequently β-lapachone in three synthetic transformations, which is currently undergoing clin. trials as a potent anticancer agent.

Organic Letters published new progress about Cyclization. 63131-30-6 belongs to class iodides-buliding-blocks, name is Ethyl 3-(4-iodophenyl)-3-oxopropanoate, and the molecular formula is C11H11IO3, Safety of Ethyl 3-(4-iodophenyl)-3-oxopropanoate.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Tejo, Ciputra published the artcileBronsted acid catalyzed amination of 1,3-dicarbonyl compounds by iminoiodanes, Related Products of iodides-buliding-blocks, the main research area is Bronsted acid catalyst amination dicarbonyl compound iminoiodane.

A synthetic method to aminate 1,3-dicarbonyl compounds with PhI:NTs using Bronsted acid catalysis is described herein. The method was shown to be applicable to β-keto esters and phosphonates as well as 1,3-diones, providing the corresponding α,α-acyl amino acid derivatives in moderate to excellent yields. E.g., amination of PhCOCH2CO2Et with PhI:NTs in the presence of 10 mol% of TFA and 4 Å MS in dichloromethane at 0 °C for 90 min gave 85% aminated product I.

Synlett published new progress about Amination. 63131-30-6 belongs to class iodides-buliding-blocks, name is Ethyl 3-(4-iodophenyl)-3-oxopropanoate, and the molecular formula is C11H11IO3, Related Products of iodides-buliding-blocks.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Wang, Heng-Yen published the artcileRegioselective synthesis of 2,3,4- or 2,3,5-trisubstituted pyrroles via [3,3] or [1,3] rearrangements of O-vinyl oximes, Application In Synthesis of 63131-30-6, the main research area is pyrrole derivative regioselective synthesis; vinyl oxime isomerization sigmatropic rearrangement Ir catalyst.

The regioselective synthesis of 2,3,4- or 2,3,5-trisubstituted pyrroles e. g., I has been achieved via [3,3] and [1,3] sigmatropic rearrangements of O-vinyl oximes, resp. Iridium-catalyzed isomerization of easily prepared O-allyl oximes enables rapid access to O-vinyl oximes. Optimization and scope of the O-allyl oxime isomerization and subsequent pyrrole formation are discussed and mechanistic pathways are proposed. The regioselectivity of pyrrole formation can be controlled by either the identity of the α-substituent or through the addition of an amine base. When enolization is favored, a [3,3] rearrangement followed by a Paal-Knorr cyclization provides a 2,3,4-trisubstituted pyrrole; when enolization is disfavored, a [1,3] rearrangement occurs prior to enolization to produce a 2,3,5-trisubstituted pyrrole after cyclization. Conditions are provided for selecting either the [3,3] rearrangement or the [1,3] rearrangement product with β-ester O-allyl oxime substrates.

Journal of Organic Chemistry published new progress about Isomerization. 63131-30-6 belongs to class iodides-buliding-blocks, name is Ethyl 3-(4-iodophenyl)-3-oxopropanoate, and the molecular formula is C11H11IO3, Application In Synthesis of 63131-30-6.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com