69452-56-8

Upstream product

• 59046-72-9 o-(phenylethynyl)benzaldehyde 
• 536-74-3 phenylacetylene 
• 106824-45-7 2-(hex-1-yn-1-yl)benzaldehyde 
• 6630-33-7 ortho-bromobenzaldehyde 
• 612-94-2 2-phenylnaphthalene 
• 22082-93-5 1-bromo-2-phenylnaphthalene 

Downstream Products

• 69452-60-4 diacetoxy-(2-phenyl-naphthalen-1-yl)-λ³-iodane 
• 69452-65-9 3,7-dimethyl-5-(2-phenyl-naphthalen-1-yl)-5H-dibenzoarsole 
• 69452-63-7 3,7-dimethyl-5-phenyl-5H-5λ⁵-spiro[benzo[b]phosphindole-5,11'-dibenzo[b,g]phosphindole] 
• 69452-67-1 3,7-dimethyl-5-phenyl-5H-5λ⁵-spiro[benzo[b]arsindole-5,11'-dibenzo[b,g]arsindole] 
• 69680-65-5 5-biphenyl-2-yl-3,7-dimethyl-5H-5λ⁵-spiro[benzo[b]arsindole-5,11'-dibenzo[b,g]arsindole] 
• 69452-58-0 1-iodo-2-(2-iodophenyl)naphthalene 
• 69452-59-1 11-phenyl-11H-dibenzo[b,h]phosphindole 
• 1325729-53-0 C₄₀H₃₈N₂O₃S 
• 1325729-34-7 C₃₇H₂₈N₂O₃S 
• 1325729-52-9 C₃₀H₂₆N₂ 

Relevant academic research and scientific papers

Regioselective Synthesis of Substituted Naphthalenes: A Novel de Novo Approach Based on a Metal-Free Protocol for Stepwise Cycloaddition of o-Alkynylbenzaldehyde Derivatives with Either Alkynes or Alkenes

(Equation presented) Iodonium ions, o-alkynyl-substituted carbonyl compounds, and alkynes react to give 1-iodonaphthalene derivatives featuring interesting substitution patterns. The reaction with alkenes instead of acetylenes affords related naphthyl ketone derivatives. These two metal-free processes are conducted at room temperature and furnish products in a regioselective manner.

Selective synthesis of 1-halonaphthalenes by copper-catalyzed benzannulation

The synthesis of 1-halonaphthalenes by the Cu-catalyzed benzannulation reaction of 2-(phenylethynyl)benzaldehyde and alkynes in the presence of the halogen reagents such as NBS, NCS, and NIS, was developed. This protocol afforded various type of 1-halonap

N-Iodosuccinimide-Mediated Dimerization of 2-Alkynylnaphthols: A Highly Diastereoselective Construction of Bridged Polycyclic Compounds via Vinylidene ortho-Quinone Methide Intermediate

An unprecedented highly diastereoselective dimerization of 2-alkynylnaphthols is presented to furnish bridged polycyclic compounds containing a bicyclo[3.2.1]octane moiety with good to excellent yields. The reaction proceeded under mild conditions using N-iodosuccinimide as a promoter, simultaneously constructing one new C-O bond and two new C-C bonds. A tetra-substituted vinylidene ortho-quinone methide intermediate was likely involved, and the steric hindrance of substituents played a critical role in this transformation.

Enantioselective Construction of Vicinal Diaxial Styrenes and Multiaxis System via Organocatalysis

A highly diastereo- and enantioselective methodology for the asymmetric synthesis of vicinal diaxial styrenes and multiaxis system was achieved by organocatalysis. Various vicinal diaxial styrenes and multiaxis systems were obtained in excellent enantioselective manners. The mechanism studies revealed that a new tetra-substituted vinylidene ortho-quinone methide (VQM) intermediate was likely involved and accounted for the excellent enantioselectivity.

Alkynes as Linchpins for the Additive Annulation of Biphenyls: Convergent Construction of Functionalized Fused Helicenes

A new approach to fused helicenes is reported, where varied substituents are readily incorporated in the extended aromatic frame. From the alkynyl precursor, the final helical compounds are obtained under mild conditions in a two-step process, in which th

Syntheses of isochromenes and naphthalenes by electrophilic cyclization of acetylenic arenecarboxaldehydes

Highly substituted IH-isochromenes, isobenzofurans, and pyranopyridines can be prepared by allowing o-(1-alkynyl)arenecarboxaldehydes and ketones to react with I2, ICl, NIS, Br2, NBS, p-O2NC 6H4SCl, or PhSeBr and various alcohols or carbon-based nucleophiles at room temperature. Naphthyl ketones and iodides are also readily prepared by the reaction of 2-(1-alkynyl)arenecarboxaldehydes with I2 and simple olefins or alkynes.

The reaction of o-alkynylarene and heteroarene carboxaldehyde derivatives with iodonium ions and nucleophiles: A versatile and regioselective synthesis of 1H-isochromene, naphthalene, indole, benzofuran, and benzothiophene compounds

The reaction of o-alkynyl-benzaldehydes 1 with different alcohols, silylated nucleophiles 5, electronrich arenes 10, and heteroarenes 12 in the presence of the reagent IPy2BF4, at room temperature, gave functionalized 4-iodo-1H-isochromenes 2, 6, 11, and 13 in a regioselective manner. When alkynes 16 and alkenes 19 and 20 were used as nucleophiles, a regioselective benzannulation reaction took place to form 1-iodonaphthalenes 17 and 1-naphthyl ketones 18, respectively. Moreover, the latter process has been adapted to accomplish the synthesis of indole, benzofuran, and benzothiophene derivatives (23, 27, and 28, respectively). The three patterns of reactivity observed for the o-alkynylbenzaldehyde derivatives with IPy2BF 4 stem from a common iodinated isobenzopyrylium ion intermediate, A, that evolves in a different way depending on the nucleophile present in the reac-tion medium. A mechanism is proposed and the different reaction pathways observed as a function of the type of nucleophile are discussed. Furthermore, the reaction of the o-hexynyl-benzaldehyde 1b with styrene was monitored by NMR spectroscopy. Compound III, a resting state for the common intermediate in the absence of acid, has been isolated. Its evolution in acid media has been also tested, thereby providing support to the proposed mechanism.

Efficient syntheses of heterocycles and carbocycles by electrophilic cyclization of acetylenic aldehydes and ketones

Highly substituted oxygen heterocycles can be prepared in good yields at room temperature by reacting o-(1-alkynyl)-substituted arene carbonyl compounds with NBS, I2, ICI, p-O2NC6H4SCl, or PhSeBr and various alc