63731-38-4

Basic information

• Product Name: 2-phenylfuro<3,2-c>pyridine
• Synonyms: 2-phenylfuro<3,2-c>pyridine
• CAS NO: 63731-38-4
• Molecular Weight: 195.221
• Mol File: 63731-38-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-phenylfuro<3,2-c>pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenylfuro<3,2-c>pyridine(63731-38-4)
• EPA Substance Registry System: 2-phenylfuro<3,2-c>pyridine(63731-38-4)

Safety Data

• Hazardous Substances Data: 63731-38-4(Hazardous Substances Data)

Upstream product

• 98136-83-5 3-iodo-4-hydroxypyridine 
• 536-74-3 phenylacetylene 
• 89282-03-1 3-iodo-pyridin-4-ol 
• 108-86-1 bromobenzene 
• 626-64-2 pyridin-4-ol 
• 1402548-38-2 phenyl(phenylethynyl)iodonium 2,2,2-trifluoroacetate 
• 3757-88-8 tributylstannylethynylbenzene 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 188437-82-3 2-phenylfuro[3,2-c]pyridin-4(5H)-one 
• 1121-76-2 4-chloropyridine N-oxide 
• 34387-64-9 (2-phenylethynyl)triphenylphosphonium bromide 

Downstream Products

• 1629138-99-3 4-([1,4'-bipiperidin]-1'-ylmethyl)-2-phenylfuro[3,2-c]pyridine 
• 1616268-57-5 2-phenylfuro[3,2-c]pyridine-4-carbaldehyde 

Relevant articles and documents

Tandem Sonogashira-Hagihara coupling/cycloisomerization reactions of ethynylboronic acid MIDA ester to afford 2-heterocyclic boronic acid MIDA esters: A concise route to benzofurans, indoles, furopyridines and pyrrolopyridines

A one-pot process that provides direct access to 2-heterocyclic MIDA (N-methyliminodiacetic acid) boronates has been developed. The reaction of 2-iodophenols or 2-iodoanilines with ethynylboronic acid MIDA ester readily afforded 2-substituted heterocyclic compounds. Amidine and phosphazene bases, especially TMG (1,1,3,3-tetramethylguanidine) assumed an important role in the tandem Sonogashira-Hagihara coupling/cycloisomerization reactions.

Synthesis and reactivity of aryl(alkynyl)iodonium salts

The first practical, yet simple, preparation of aryl(alkynyl)iodonium trifluoroacetate salts is described. The generic nature of this synthetic method has allowed the production of a range of aryl(alkynyl)iodonium trifluoroacetate salts with independent variation of both the alkynyl and aryliodo groups in yields of 30-85 %. Application of these new reagents to the synthesis of a series of 2-arylfuro[3,2-c]pyridines (40-64 %) highlights the potential of this class of materials as precursors to bioactive heterocyclic structures. These experiments have also demonstrated that, in this case, the effect of the aryliodo group on the reaction is negligible.

CONDENSED HETEROAROMATIC RING SYSTEMS. VII. SYNTHESIS OF THIENOPYRIDINES, THIENOPYRIMIDINES, AND FUROPYRIDINES FROM o-SUBSTITUTED N-HETEROARYLACETYLENES

The cross-coupling reaction of 2-chloro-3-iodo- and 4-chloro-3iodopyridines with phenylacetylene in the presence of dichlorobis(triphenylphosphine)palladium occured at the 3-position.The 3-ethynylpyridines containing an adjacent chloro group were converti