A facile two-step synthesis of 2-arylbenzofurans based on the selective cross McMurry couplings

XF Duan, J Zeng, ZB Zhang, GF Zi

Index: Duan, Xin-Fang; Zeng, Jing; Zhang, Zhan-Bin; Zi, Guo-Fu Journal of Organic Chemistry, 2007 , vol. 72, # 26 p. 10283 - 10286

Full Text: HTML

Citation Number: 83

Abstract

A novel two-step synthesis of 2-arylbenzofurans has been developed. It involves a selective cross McMurry coupling of a salicylaldehyde or substituted salicylaldehyde with an aromatic aldehyde and a sequential oxidative cyclization of the resulting ortho-vinylphenols. Utilizing this synthetic protocol, a variety of 2-arylbenzofurans including cicerfuran (5) have been efficiently synthesized.

~84%

Total synthesis of isoflavones: jamaicin, calopogonium isofl...

[Schuda, Paul Francis; Price, William A. Journal of Organic Chemistry, 1987 , vol. 52, # 10 p. 1972 - 1979]

Synthesis of alkoxy-substituted diaryl compounds and correla...

[Getahun, Zelleka; Jurd, Leonard; Chu, Ping S.; Lin, Chii M.; Hamel, Ernest Journal of Medicinal Chemistry, 1992 , vol. 35, # 6 p. 1058 - 1067]

Nonanones

[Okwute, S. K.; Okogun, J. I.; Okorie, D. A. Tetrahedron, 1984 , vol. 40, # 13 p. 2541 - 2546]

New sesamol ethers as pyrethrum synergists

[Devakumar, C.; Saxena, V. S.; Mukerjee, S. K. Agricultural and Biological Chemistry, 1985 , vol. 49, # 3 p. 725 - 730]