73179-67-6

Upstream product

• 90-02-8 salicylaldehyde 
• 1794-48-5 1-bromo-3-phenylprop-2-yne 
• 89-95-2 2-methyl-benzyl alcohol 
• 21541-60-6 3-phenylprop-2-ynyl 4-methylbenzenesulfonate 
• 591-50-4 iodobenzene 
• 29978-83-4 o-propargyloxybenzaldehyde 
• 90-01-7 salicylic alcohol 
• 106-96-7 propargyl bromide 
• 1504-58-1 3-Phenyl-2-propyn-1-ol 

Downstream Products

• 637759-94-5 1-methyl-3-phenyl-1,2,4,9b-tetrahydro-5-oxa-1-aza-cyclopenta[a]naphthalene 
• 627541-35-9 1-methyl-3-phenyl-1,4-dihydro-5-oxa-1-aza-cyclopenta[a]naphthalene-2-carboxylic acid methyl ester 
• 637759-97-8 1,2-dimethyl-3-phenyl-1,2,4,9b-tetrahydro-5-oxa-1-aza-cyclopenta[a]naphthalene 
• 627541-36-0 1-benzyl-3-phenyl-1,4-dihydro-5-oxa-1-aza-cyclopenta[a]naphthalene-2-carboxylic acid ethyl ester 
• 51593-71-6 (2H-1-benzopyran-3-yl)phenylmethanone 
• 95545-96-3 Phenyl-4 5H-benzopyranno<1><3,4-c>pyridine 
• 1042423-20-0 C₁₆H₁₂O₂ 
• 30779-90-9 (E)-3-benzylidenechroman-4-one 
• 30779-94-3 (E)-3-(4-methoxybenzylidene)chroman-4-one 
• 1224712-83-7 (E)-3-[1-(4-carboethoxyphenyl)-methylidene]-chroman-4-one 
• 1610628-91-5 N-(2-(3-phenylprop-2-ynyloxy)benzylidene)tert-butylamine 
• 1610629-08-7 (E)-N-tert-butyl-2-styrylbenzofuran-3-amine 
• 1338831-96-1 14-phenyl-5,6,12,13-tetrahydro-5,12-dioxa-7-azadibenzo[a,h]anthracen-6-one 
• 77234-08-3 cis-3-benzylamino-2-phenylethynyl-2,3-dihydrobenzofuran 

Relevant academic research and scientific papers

SUBSTITUTED CHROMANES, ANALOGS THEREOF, AND METHODS OF USE AND SYNTHESIS

Disclosed are chromane compounds, analogs thereof, and methods of their synthesis and use. The compounds may be synthesized by methods involving reductive annulations of arylidene malonates with unsaturated electrophiles using photoredox/Lewis acid cooperative catalysis. The compounds may be formulated in a pharmaceutical composition for treating one of the aforementioned diseases or disorders.

Copper(I)-Catalyzed Intramolecular Cyclization of o-Propargyloxy Diketopiperazines to Access Diverse Diazabicyclic and Spiro-Diketopiperazinochromanes

In this report, two distinctive intramolecular cyclizations of o-propargyloxy diketopiperazines (achieved from a one-pot Ugi post-transformation) is achieved via a copper(I)-catalyzed intramolecular reaction of azomethine ylide and alkyne moiety. The presence of internal alkyne in the starting materials directed the reaction towards through [3+2]-cycloaddition, while terminal alkyne led to a spirocyclization reaction between azomethine ylide and terminal unsaturated C?C bond. This method offering an opportunity for the synthesis of challenging Diazabicyclics and Spiro-Diketopiperazinochromanes in high yields with exclusive diastereoselectivity. (Figure presented.).

Pyridinium triflate catalyzed intramolecular alkyne-carbonyl metathesis reaction of O-propargylated 2-hydroxyarylaldehydes

3,5-Dibromopridinium trifluoromethanesulfonate catalyzes the intramolecular alkyne-carbonyl metathesis reaction of a variety of O-propargylated 2-hydroxyarylaldehydes and ketones bearing alkyl, aryl and heteroaryl substituted internal alkynes to provide v

Direct Access to 9-Chloro-1 H-benzo[ b]furo[3,4- e]azepin-1-ones via Palladium(II)-Catalyzed Intramolecular syn-Oxypalladation/Olefin Insertion/sp2-C-H Bond Activation Cascade

An efficient Pd(II)-catalyzed cascade approach was established for the synthesis of 9-chloro-1H-benzo[b]furo[3,4-e]azepin-1-ones starting from N-propargyl arylamines having a pendant α,β-unsaturated ester scaffold. The mechanism of this sequential process involved intramolecular syn-oxypalladation followed by olefin insertion and ortho sp2-C-Cl bond formation reactions. This high atom- and step-economical cascade sequence generated two heterocycle rings and three new bonds in a single synthetic operation.

Straightforward synthesis and biological evaluation as topoisomerase I inhibitors and antiproliferative agents of hybrid Chromeno[4,3-b][1,5]Naphthyridines and Chromeno[4,3-b][1,5]Naphthyridin-6-ones

This work describes the synthesis of hybrid tetrahydro-1,5-naphthyridine and 1,5-naphthyridine derivatives fused with heterocycles such as chromenes and chromen-2-ones or coumarins, which were synthesized in good to high general yields. The synthetic rout

Microwave-Assisted Organocatalytic Intramolecular Knoevenagel/Hetero Diels-Alder Reaction with O-(Arylpropynyloxy)-Salicylaldehydes: Synthesis of Polycyclic Embelin Derivatives

A highly efficient and regioselective approach to new polycyclic embelin derivatives through a domino Knoevenagel condensation/intramolecular hetero Diels-Alder reaction using O-(arylpropynyloxy)-salicylaldehydes in the presence of ethylenediamine diacetate (EDDA) is reported. This organocatalyzed protocol is compatible toward a wide range of aryl-substituted alkynyl ethers with electron-donating and electron-withdrawing groups. When other active methylene compounds were subjected to this domino reaction the corresponding adducts were obtained in high yield.

Intramolecular heterocyclization of o -propargylated aromatic hydroxyaldehydes as an expedient route to substituted chromenopyridines under metal-free conditions

A concise and regioselective approach to the synthesis of chromenopyridine and chromenopyridinone derivatives was developed. The synthetic strategy relies on the O-propargylation of aromatic hydroxyaldehydes followed by reaction with propargylamine. The i

Base-mediated intramolecular cyclization of (2-propargyl ether) arylimines: An approach to 3-amino-benzofurans

We present here a practical synthesis of functional 3-amino-benzofurans through base-promoted intramolecular cyclization of (2-propargyl ether) arylimines. A systematic study of the cyclization system revealed that the presence and the amount of base play

Lewis acid-catalyzed intramolecular [3+2] cycloaddition of cyclopropane 1,1-diesters with alkynes for the synthesis of cyclopenta[c]chromene skeletons

An efficient method to construct cyclopenta[c]chromene skeletons by Lewis acid-catalyzed intramolecular [3+2] cycloaddition of cyclopropane 1,1-diesters with alkynes is presented. Two new fused cycles can be formed in one step in moderate to excellent yie

Iron-catalyzed synthesis of functionalized 2H-chromenes via intramolecular alkyne-carbonyl metathesis

An iron-catalyzed intramolecular alkyne-aldehyde metathesis strategy of the alkynyl ether of salicylaldehyde derivatives has been developed which works under mild reaction conditions to produce the functionalized 2H-chromene derivatives. This protocol is compatible toward a wide range of functional groups, such as methoxy, fluoro, chloro, bromo, and phenyl groups. This method provides an atom-economical and environmentally friendly approach for the synthesis of a series of substituted 2H-chromenes.