13532-16-6

Upstream product

• 24680-50-0 4-methoxy-trans-cinnamaldehyde 
• 1963-36-6 4-methoxycinnamaldehyde 

Downstream Products

• 1352756-00-3 (R)-5-acetyl-4-(4-methoxyphenyl)-6-methyl-3,4-dihydro-2H-pyran-2-one 
• 1352755-88-4 (S)-5-acetyl-4-(4-methoxyphenyl)-6-methyl-3,4-dihydro-2H-pyran-2-one 
• 1261085-87-3 5-acetyl-4-(4-methoxyphenyl)-6-methyl-3,4-dihydro-2H-pyran-2-one 
• 24393-56-4 ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate 
• 1454837-37-6 (4aR,5R,10bS)-5-(4-methoxyphenyl)-2-phenyl-4a,5,6,10b-tetrahydro-4H-pyrano[3,4-c]quinolin-4-one 

Relevant academic research and scientific papers

Stereodivergent synthesis of 2-alkynyl buta-1,3-dienes using Sonogashira coupling with controllable retention or inversion of olefin geometry

A stereodivergent approach to 2-alkynyl buta-1,3-dienes from a single stereoisomer of starting α-bromoenal has been developed. By simply switching the sequence of Sonogashira and Horner-Wadsworth-Emmons reactions, it is possible to obtain these branched d

Aminothiolation of α-Bromocinnamaldehydes to Access Imidazo[2,1-b]thiazoles by Incorporation of Two Distinct Photoinduced Processes

A visible-light-promoted metal-free catalytic system was developed to achieve the aminothiolation of α-bromocinnamaldehydes. This mechanistically novel approach allows the synthesis of diverse imidazo[2,1-b]thiazole derivatives in satisfactory yields at r

DMAP-Catalyzed C—N Bond Formation for Diverse Synthesis of Imidazo[1,2-a]pyrimidine and Pyrimido[1,2-a]benzimidazole Derivatives

A DMAP (2-dimethylaminopyridine)-catalyzed condensation reactions for the successful direct construction of pyrimido[1,2-a]benzimidazole or imidazo[1,2-a]pyrimidine has been developed. The method utilizes readily available α-bromocinnamaldehydes with 2-am

Enantioselective NHC-Catalyzed [3+3] Annulation of α-Bromoenals with 2-Aminobenzimidazoles

A chiral carbene-catalyzed [3+3] annulation of α-bromoenals with 2-aminobenzimidazoles providing pyrimido[1,2-a]benzimidazoles has been described. This protocol features a broad scope and good functional group tolerance. Biological studies indicated that the formed pyrimido[1,2-a]benzimidazole exhibited moderate cytotoxic activity against tumor cells.

NHC-Catalyzed Enantioselective [3 + 3] Annulation to Construct 5,6-Dihydropyrimidin-4-ones

The unprecedented enantioselective NHC-catalyzed [3 + 3] annulation of α-bromoenals with amidines via a dual C-N bond formation is described. The protocol allows a rapid preparation of 5,6-dihydropyrimidinones in acceptable yields with good enantioselectivities.

N-Heterocyclic Carbene-Catalyzed β-Indolylation of α-Bromoenals with Indoles

An unprecedented example of NHC-catalyzed β-indolylation of α-bromoenals with indoles has been developed. This concise protocol features several advantages (mild reaction conditions, broad substrate scope) and constructs synthetically useful building blocks, namely β-biaryl methylene esters. Notably, the β-biaryl methylene-type fragment is widely found in natural products or pharmaceuticals. (Figure presented.).

Reactions of α-haloacroleins with azides: Highly regioselective synthesis of formyl triazoles

A general metal-free route to 1,4-disubstituted and 1,4,5-trisubstituted 1,2,3-triazoles was developed. α-Haloacroleins reacted with organic azides in a DMSO/H2O mixture solvent at room temperature to produce 1,4-disubstituted triazoles (up to 99%) with exclusive regioselectivities. This protocol is convenient and scalable with a broad substrate scope including aliphatic and aromatic azides. The resulting triazoles exhibited an aldehyde group at the C4 position and demonstrated synthetic utilizations. One 1,2,3-triazole compound containing diastereotopic protons was also identified.

Chiral Phosphine–Phosphite Ligands in Asymmetric Gold Catalysis: Highly Enantioselective Synthesis of Furo[3,4-d]-Tetrahydropyridazine Derivatives through [3+3]-Cycloaddition

The AuI-catalyzed reaction of 2-(1-alkynyl)-2-alken-1-ones with azomethine imines regio- and diastereoselectively affords furo[3,4-d]tetrahydropyridazines in a tandem cyclization/intermolecular [3+3]-cycloaddition process under mild conditions.

N-Heterocyclic Carbene-Catalyzed Enantioselective β-Amination of α-Bromoenals Enabled by a Proton-Shuttling Strategy

An unprecedented enantioselective NHC-catalyzed β-amination of α-bromoenals with o-benzodiamines was developed by utilizing a proton-shuttling strategy. This formal [4+3] annulation protocol yielded the corresponding 1,5-benzodiazepines in high yields with excellent enantioselectivities. The obtained optically active 1,5-benzodiazepines as building blocks and pharmacophores should be useful in the synthesis of other valuable molecules or in drug discovery.

Regioselective synthesis of α-bromo-α,β-unsaturated carbonyl compounds via photocatalytic α-bromination reactions

A visible light-mediated approach for the preparation of α-bromo-α,β-unsaturated ketones and aldehydes was developed. In comparison to traditional methods that generally take two steps to afford the above compounds, this protocol was highlighted by its op