1384480-00-5

Upstream product

• 63104-44-9 dimethyl 2,2-di(prop-2-ynyl)malonate 
• 13146-23-1 copper(I) phenylacetylenide 
• 536-74-3 phenylacetylene 
• 108-59-8 malonic acid dimethyl ester 
• 18773-54-1 4-methyl-N,N-diprop-2-ynylbenzenesulfonamide 
• 932-87-6 1-Bromo-2-phenylacetylene 

Downstream Products

• 1577232-34-8 dimethyl 7-bromo-5-phenyl-4-(phenylethynyl)-1H-indene-2,2(3H)-dicarboxylate 
• 23216-42-4 diphenylthiocarbohydrazone 

Relevant academic research and scientific papers

Reactions of HDDA-Derived Benzynes with Perylenes: Rapid Construction of Polycyclic Aromatic Compounds

Benzynes produced by the thermal cycloisomerization of tetrayne substrates [i.e., by the hexadehydro-Diels-Alder (HDDA) reaction] react with perylenes to produce novel naphthoperylene derivatives. Cyclic voltammetry and absorption and emission properties of these compounds are described. DFT studies shed additional light on the dearomatization that accompanies the reaction as well as some of the spectroscopic behavior.

Diels-Alder reactions of arynes in situ generated from da reaction between bis-1,3-diynes and alkynes

Diels-Alder reactions based on arynes generated directly from bis-1,3-diynes have been developed. These reactions displayed good functional group compatibility and gave moderate to high yields under mild conditions. Such synthetic methodology can be effectively used for the synthesis of complicated ring compounds.

Epoxyanthracene Derivatives and Dicarbonylation on Benzene Ring via Hexadehydro-Diels-Alder (HDDA) Derived Benzynes with Oxazoles

A capture reaction of hexadehydro-Diels-Alder (HDDA) derived benzyne with various substituted oxazoles is reported. With methyl, hydrogen, or phenyl as the substituent at 2-position of oxazole, tetraynes afforded epoxyanthracene derivatives or underwent dicarbonylation on benzene ring. The reaction does not require any catalyst or additive. The mechanism behind the reaction was investigated. The obtained polycyclic product structure has potential application value in optoelectronic materials. The availability of dicarbonylated arene implies the uniqueness of HDDA benzyne reaction compared with traditional benzyne.

Fully Substituted Conjugate Benzofuran Core: Multiyne Cascade Coupling and Oxidation of Cyclopropenone

An unprecedented C═C double bond cleavage of cyclopropenone and dioxygen activation by multiyne cascade coupling has been developed. This chemistry provides a novel, simple, and efficient approach to synthesize fully substituted conjugate benzofuran derivatives from simple substrates under mild conditions. The density functional theory (DFT) calculations reveal that the unique homolytic cleavages of cyclopropenone and molecular oxygen are crucial to the success of this reaction.

Silver-Catalyzed Annulation of Arynes with Nitriles for Synthesis of Structurally Diverse Quinazolines

An efficient silver catalyzed annulation reaction of aryne with nitriles to generate quinazolines is described. Arynes generated from triynes or tetraynes through a hexadehydro Diels-Alder reaction readily participated in an [A + 2B] mode of annulation with nitriles in the presence of AgSbF6 catalyst. The mechanism was explored by DFT calculations, which supports the silver-catalyzed formation of nitrilium ion as a key intermediate. This annulation generates an array of polysubstituted novel quinazoline derivatives with excellent regioselectivity.

Access to Benzoxazepines and Fully Substituted Indoles via HDDA Coupling

The HDDA-derived benzyne intermediate was captured by oxazolines based on the addition reaction of benzyne to the Ca?N double bond. Benzoxazepine derivatives, fused benzoxazepine derivatives, and fully substituted indoles are synthesized in one step. The reaction does not require any catalyst or additives. Possible reaction mechanisms are presented.

Phenanthrenes/dihydrophenanthrenes: The selectivity controlled by different benzynes and allenes

A method for the intermolecular annulation of benzynes with allenes is disclosed. This protocol utilized allenes as an unconventional diene component for the selective synthesis of phenanthrenes and dihydrophenanthrenes under the control of different benzyne precursors, featuring high atom-economy and good functional group compatibility. Density functional theory (DFT) calculations reveal that different migratory routes of the aromatic C-H bond are crucial for the observed selectivity. This journal is

COMPOUNDS AND DEVICES CONTAINING SUCH COMPOUNDS

Disclosed herein are novel compounds. Such compounds may be synthesized using a hexadehydro-Diels- Alder (HDD A) reaction. Also disclosed are organic devices including one or more disclosed compounds. The organic devices can include organic electronic devices, organic photonic devices, or combinations thereof. Specific types of devices can include, for example, organic light-emitting diodes (OLEDs), organic photovoltaic (OPV) devices, organic field-effect transistors (OFETs), or combinations thereof.

Dodecahydrobenzodiindanophenanthrene derivatives and synthesis method thereof

The invention discloses dodecahydrobenzodiindanophenanthrene derivatives and a synthesis method thereof. Compared with the prior art, the invention provides a series of novel benzodiindanophenanthrenederivatives. Compared with the ordinary benzodiindanophenanthrene derivative, the benzodiindanophenanthrene derivatives prepared by the synthesis method provided by the invention have the advantagesas follows: due to existence of multiple rings, the benzodiindanophenanthrene derivatives are more complex and diverse in structure; the benzodiindanophenanthrene derivatives can be prepared into a variety of medicines, can be applied to synthetic resin, plant growth hormones, vat dyes, tanning materials and the like, and also show a brighter application prospect in chemical production; in addition, a preparation method provided by the invention is simple, convenient, short in reaction time and high in efficiency.

Ferrocene derivative and preparation method thereof

The invention provides a ferrocene derivative and a preparation method thereof. Compared with the prior art, in the absence of catalyst and additive as well as protection and with toluene as a solvent, a tetra-alkyne substrate reacts with ferrocene at 104-114 DEG C, wherein the reaction process comprises the following steps: cyclization of the tetra-alkyne substrate, generation of a benzyne intermediate through a HDDA reaction, and 4+2 cycloaddition reaction between the highly active benzyne intermediate and the cyclopentadiene of ferrocene to obtain the ferrocene derivative. The method breaksthrough the former knowledge that the ferrocene cannot experience a cycloaddition reaction, and also shows a broader application prospect in chemical production and clinical medicine. Moreover, the preparation method provided by the invention has the advantages of simplicity and convenience, high efficiency and short reaction time.