Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact:

Price: ¥ 4,320 (Yen only)
Period: This Article can be accessed for 7 days.

Note | Regular issue | Vol 48, No. 12, 1998, pp.2669-2675
Published online, 1st January, 1970
DOI: 10.3987/COM-98-8342
A Convenient Synthesis of 2-Phenylbenzofuran Derivatives with Potent Testosterone 5α-Reductase Inhibitory Activities

Koki Ishibashi, Katsuyoshi Nakajima, and Takahide Nishi*

*Medicinal Chemistry Research Laboratories, Sankyo Co. Ltd., 5-14-21 Hiromachi, Shinagawa-ku, Tokyo 140-8710, Japan


A convenient method for the synthesis of 4-[2-(benzo[b]furan-2-yl)phenyloxy]butyric acid derivatives with a carbamoyl group at the 5 or 6 position of the benzofuran ring showing potent 5α-reductase inhibitory activities was developed. Oxazolin-2-ylbenzofuran derivatives were treated with tert-BuLi followed by tri(n-butyl)tin chloride, to give 2-tri(1-butyl)stannylbenzofuran derivatives. A palladium-catalyzed cross-coupling reaction of these benzofuran derivatives with tert-butyl 4-(2-iodophenyloxy)butyrate afforded the 2-phenyl benzofuran compounds in good yields.