2-Iodophenol is used in the synthesis of aryl 2-benzofuranyl and aryl 2-indolyl carbinols of high enantiomeric purity and 3,3-disubstituted-2,3-dihydrobenzofurans. Coupling with phenylacetylene in the presence of a Pd complex and CuI gives 2-phenylbenzofuran in good yield.
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Applications
2-Iodophenol is used in the synthesis of aryl 2-benzofuranyl and aryl 2-indolyl carbinols of high enantiomeric purity and 3,3-disubstituted-2,3-dihydrobenzofurans. Coupling with phenylacetylene in the presence of a Pd complex and CuI gives 2-phenylbenzofuran in good yield.
Solubility
Soluble in water.
Notes
Keep container tightly sealed. Store in cool, dry conditions in well sealed containers. It is sensitive to light. Incompatible with oxidizing agents.
RUO – Research Use Only
General References:
- Kazumi Okuro.; Howard Alper. Palladium-Catalyzed Carbonylation of o-Iodophenols with Allenes. J. Org. Chem. 1997, 62 (6), 1566-1567.
- Maurizio Botta.; Vincenzo Summa.; Federico Corelli.; Giovanna Di Pietro.; Paolo Lombardi. Synthesis of aryl 2-benzofuranyl and aryl 2-indolyl carbinols of high enantiomeric purity via palladium-catalyzed heteroannulation of chiral arylpropargylic alcohols. Tetrahedron: Asymmetry. 1996, 7 (5), 1263-1266.
- Coupling with phenylacetylene in the presence of a Pd complex and CuI gives 2-phenylbenzofuran in good yield: Synlett, 515 (1992); J. Chem. Soc., Perkin 1, 2815 (1997):