55764-37-9

Usage

InChI:InChI=1/C6H9ClO/c1-3-4-5(2)6(7)8/h4H,3H2,1-2H3/b5-4+

Upstream product

• 623-36-9 (E)-2-methylpent-2-enal 
• 1838-77-3 4-methyl-5-hexen-3-ol 
• 159999-59-4 2-(acetoxyethylmethyl)acrylic acid methyl ester 
• 133181-02-9 3-hydroxy-2-methylene-pentanoic acid methyl ester 
• 1567-14-2 methyl (2E)-2-methyl-2-pentenoate 
• 16957-70-3 2-methylpent-2-enoic acid 
• 3142-72-1 2-methyl-2-pentenoic acid 
• 146984-85-2 ethyl (E)-2-iodo-2-pentenoate 
• 55314-57-3 ethyl pent-2-ynoate 
• 1617-40-9 ethyl (E)-2-methyl-2-pentenoate 

Downstream Products

• 80510-15-2 (+)-(1S)-1-methylbutyl (2E)-2-methylpent-2-enoate 
• 3168-90-9 1-(2-methylcyclopent-1-enyl)ethanone 
• 135773-71-6 (2R,3R)-3-Ethyl-2,3-dimethyl-3,4,5,6-tetrahydro-2H-pentalen-1-one 
• 90936-96-2 2,3-dihydro-2-ethyl-3-methyl-5-ethoxycarbonyl-6-phenyl-4-pyrone 
• 96623-45-9 2-methyl-4'-isopropyl-2-pentenoyl anilide 
• 760197-72-6 2-methyl-pent-2-enoic acid 1-[hydroxy(diphenyl)methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 1316008-82-8 (Z)-N-trityl-2-methyl-3-pentenamide 
• 1316008-83-9 (E)-N-trityl-2-methyl-2-pentenamide 
• 613672-55-2 trans-2-benzyl-3-ethyl-4-methylisoxazolidin-5-one 
• 613672-55-2 trans-2-benzyl-3-ethyl-4-methylisoxazolidin-5-one 

Relevant academic research and scientific papers

Palladium-Catalyzed Regioselective C-H Functionalization/Annulation Reaction of Amides and Allylbenzenes for the Synthesis of Isoquinolinones and Pyridinones

A regioselective C-H functionalization/annulation reaction of N-sulfonyl amides and allylbenzenes through a palladium-catalyzed C(sp2)-H allylation/aminopalladation/β-H elimination/isomerization sequence has been reported. Various aryl and alkenyl carboxamides are found to be efficient substrates to construct isoquinolinones and pyridinones in up to 96% yield. Using ambient air as the terminal oxidant is another advantage regarding environmental friendliness and operational simplicity.

RhIII-Catalyzed C-H (Het)arylation/Vinylation of N-2,6-Difluoroaryl Acrylamides

RhIII-catalyzed sp2 C-H cross-coupling of acrylamides with organoboron reactants has been accomplished using a commercially available N-2,6-difluoroaryl acrylamide auxiliary. A broad range of aryl and vinyl boronates as well as a variety of heterocyclic boronates with strong coordinating ability can serve as the coupling partners. This transformation proceeds under moderate reaction conditions with excellent functional group tolerance and high regioselectivity.

Synthesis of Succinimides via Intramolecular Alder-Ene Reaction of 1,6-Enynes

A novel and convenient method has been developed for the facile synthesis of functionalized succinimide derivatives via intramolecular Alder-ene reaction of 1,6-enynes. This reaction features mild and metal-free reaction conditions, which offers a green and efficient entry to synthetically important succinimide scaffolds. Preliminary mechanistic studies suggest that a diradical intermediate might be involved in this transformation.

Stereospecific Electrophilic Fluorocyclization of α,β-Unsaturated Amides with Selectfluor

An efficient fluorocyclization of α,β-unsaturated amides through a formal halocyclization process is developed. The reaction proceeds under transition-metal-free conditions and leads to the formation of fluorinated oxazolidine-2,4-diones with excellent regio- and diastereoselectivity. The evaluation of the reaction mechanism based on preliminary experiments and density functional theory calculations suggests that a synergetic syn-oxo-fluorination occurs and is followed by an anti-oxo substitution reaction. The reaction opens a new window in the field of stereospecific fluorofunctionalization.

Nucleophilic halo-michael addition under lewis-base activation

A simple and general conjugate nucleophilic halogenation is presented. The THTO/halosilane combination has shown the ability to act as a nucleophilic halide source in the conjugate addition to a variety of Michael acceptors. In addition, a straightforward diastereoselective halogen installation using α,β-unsaturated acyloxazolidinones as platforms has been developed.

Iron-Catalyzed C?H Alkynylation through Triazole Assistance: Expedient Access to Bioactive Heterocycles

Triazole assistance enabled the first iron-catalyzed C?H alkynylation of arenes, heteroarenes, and alkenes. The modular TAM directing group set the stage for a sequential C?H alkynylation/annulation strategy with ample scope, enabling the iron-catalyzed assembly of isoquinolones, pyridones, pyrrolones, and isoindolinones with high levels of chemo-, site-, and regioselectivity.

Catalytic Enantioselective Nazarov Cyclization

A detailed account of an asymmetric Nazarov cyclization that leads to α-hydroxycyclopentenones bearing either vicinal, all-carbon quaternary centers, or vicinal quaternary and tertiary centers is given. The all-aliphatic examples represent the greatest challenge, as the dienone starting materials are not activated toward cyclization by an aryl group. The rational design and optimization of the substrates in parallel with optimization of the chiral Br?nsted acid catalyst is also described, as well as a series of diastereoselective transformations of a fully substituted cyclopentenone product.

Enantioselective palladium(0)-catalyzed nazarov-type cyclization

A Pd0-catalyzed asymmetric Nazarov-type cyclization is described. The optimized ligand for the reaction incorporates a weakly coordinating pyridine ring into a TADDOL-derived phosphoramidite (TADDOL=α,α,α,α-tetraaryl-1,3-dioxolane-4,5-dimethanol). The reaction leads to the formation of cyclopentenones as single diastereoisomers that incorporate two contiguous asymmetric centers, one tertiary and one an all-carbon-atom quaternary stereocenter, in high yield and optical purity. It is noteworthy that the reaction does not require that substrates should be activated by aryl substituents.

PROCESS FOR SYNTHESIS OF INDENES

The present invention relates to a new process for the synthesis of 2,3,4,5,6,7-substiuted indenes, which are useful precursors for the formation of certain ansa-metailocene catalysts.

Ligand-promoted alkylation of C(sp3)-H and C(sp2)-H bonds

9-Methylacridine was identified as a generally effective ligand to promote a Pd(II)-catalyzed C(sp3) - H and C(sp2) - H alkylation of simple amides with various alkyl iodides. This alkylation reaction was applied to the preparation of unnatural amino acids and geometrically controlled tri- and tetrasubstituted acrylic acids.