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Regiospecific Synthesis of 3,4-Disubstituted Furans and Thiophenes

✍ Scribed by Ye, Xin-Shan ;Yu, Pe ;Wong, Henry N. C.

Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
680 KB
Volume
1997
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

The regiospecific synthesis of 3,4‐disubstituted furans and thiophenes is reviewed. Our initial approach used 3,4‐bis(tri‐n‐butylstannyl)furan as a building block, which led to many structurally diverse 3,4‐disubstituted furans. Another avenue was explored by using 3,4‐bis(trimethylsilyl)furan and 3,4‐bis(trimethylsilyl)thiophene as precursors. A variety of unsymmetrically 3,4‐disubstituted furans and thiophenes were prepared in this way. The advantages of our strategy lie in its stepwise manner as well as its prospect of yielding 3,4‐disubstituted furans and thiophenes with rather different substitution pattern.

📜 SIMILAR VOLUMES

4-disubstituted furans, 5. Regiospecific
4-disubstituted furans, 5. Regiospecific mono-ipso-iodination of 3,4-bis(trimethylsilyl)furan and regiospecificipso-iodination of tris[(4-alkyl- or -aryl)furan-3-yl]boroxines to 4-substituted 3-(trimethylsilyl)furans and unsymmetrical, 3,4-disubstituted furans
✍ Song, Zhi Zhong ;Wong, Henry N. C. 📂 Article 📅 1994 🏛 John Wiley and Sons 🌐 English ⚖ 705 KB

## Abstract 4‐Iodo‐3‐trimethylsilylfuran (2), obtained through the regio‐Specific iodination of 3,4‐bis(trimethylsilyl)furan (1), underwent either palladium‐ or nickel‐catalyzed cross‐coupling reactions with terminal alkenes, terminal alkynes, areneboronic acids, bis(__p__‐methoxycarbonylbenzyl)zin