16238-12-3

Upstream product

• 90923-69-6 3-allyl-4-hydroxy-benzonitrile 
• 1304692-41-8 4-hydroxy-3-(prop-1-ynyl)benzonitrile 
• 2296-23-3 2-iodo-4-cyanophenol 
• 74-99-7 prop-1-yne 
• 767-00-0 4-cyanophenol 
• 33143-80-5 3-(p-cyanophenoxy)-1-propyne 
• 16466-97-0 1-propynylmagnesium bromide 
• 33148-47-9 4-allyloxy-benzonitrile 

Downstream Products

• 219763-06-1 2-Methyl-1-benzofuran-5-carboxylic acid 

Relevant academic research and scientific papers

An elegant and unprecedented approach to 2-methylbenzofurans

An effective route for the synthesis of a variety of 2-methylbenzofurans is reported via DBU catalyzed dehydroiodination of easily accessible 2-iodomethyl-2,3-dihydrobenzofurans. The latter could be easily obtained by water mediated iodocyclization of allyl phenols.

Pd-catalyzed intramolecular Heck reaction for the synthesis of 2-methylbenzofurans

A new strategy for the synthesis of 2-Methylbenzofurans via the intramolecular Heck reaction has been developed. This efficient palladium-catalyzed system showed good catalytic activity. Various substituted 2-methylbenzofurans could be afforded in good to excellent yields.

ORGANIC COMPOUNDS

Novel benzofuran derivatives are disclosed. The derivatives have S1P1 receptor activity and/or disease modifying activity and find use in the treatment of conditions or diseases associated with the immune, vascular and nervous systems in animals and/or humans

Ph3PAuNTf2 as a superior catalyst for the selective synthesis of 2H-chromenes: Application to the concise synthesis of benzopyran natural products

Ph3PAuNTf2 (≈1 mol-%) catalyzes the selective cycloisomerization of substituted aryl propargyl ethers into 2H-chromenes in excellent yields. Benzofuran byproducts are formed only in the case of electron-deficient arenes, in up to 7% relative yield. The Ph 3PAuNTf2-catalyzed cyclization of aryl propargyl ethers was applied as a key step to the concise synthesis of the naturally occurring benzopyrans seselin, xanthyletin, precocenes I and II, 8-(3′,3′- dimethylallyl)wenteria chromene, and 2,2-dimethyl-8-prenylchromene-6-propenoic acid. Ph3PAuNTf2 is a general, highly efficient, and product-selective catalyst for the clean synthesis of 2H-chromenes from the cycloisomerization of aryl propargyl ethers.The Ph3PAuNTf 2-catalyzed cyclization was applied as a key step in the synthesis of several benzopyran-bearing naturally occurring substances. Copyright

S1P RECEPTORS MODULATORS

The invention relates to novel compounds that have S1P receptor modulating activity and, preferably, apoptotic activity and/or anti proliferative activity against cancer cells and other cell types. Further, the invention relates to a pharmaceutical comprising at least one compound of the invention for the treatment of diseases and/or conditions caused by or associated with inappropriate S1P receptor modulating activity or expression, for example, cancer. A further aspect of the invention relates to the use of a pharmaceutical comprising at least one compound of the invention for the manufacture of a medicament for the treatment of diseases and/or conditions caused by or associated with inappropriate S1P receptor modulating activity or expression such as cancer.

S1P RECEPTORS MODULATORS AND THEIR USE THEREOF

The invention relates to novel compounds that have S1P receptor modulating activity. Further, the invention relates to a pharmaceutical comprising at least one compound of the invention for the treatment of diseases and/or conditions caused by or associated with inappropriate S1P receptor modulating activity or expression, for example, autoimmune response. A further aspect of the invention relates to the use of a pharmaceutical comprising at least one compound of the invention for the manufacture of a medicament for the treatment of diseases and/or conditions caused by or associated with inappropriate S1P receptor modulating activity or expression such as autoimmune response.

A facile synthesis of benzofuran derivatives: A useful synthon for preparation of trypsin inhibitor

Mono-substituted 2-methylbenzo[b]furans were prepared by Claisen rearrangement of corresponding allyl phenyl ethers and subsequent bis(benzonitrile)palladium(II) chloride-mediated cyclization of o-allylphenols.