Highly Selective 5-Substitution of 3-Methylthiophene via Directed Lithiation

Smith, Keith ORCID: https://orcid.org/0000-0003-4838-5651 and Barratt, Mark Lewis 2007. Highly Selective 5-Substitution of 3-Methylthiophene via Directed Lithiation. Journal of Organic Chemistry 72 (3) , pp. 1031-1034. 10.1021/jo062024f

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Abstract

Lithiation of 3-methylthiophene with lithium 2,2,6,6-tetra-methylpiperidide (LiTMP) is highly selective at the 5-position, and reaction with a range of electrophiles gives high yields of the corresponding 2,4-disubstituted thiophenes, even when unhindered electrophiles are used.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Schools > Chemistry
Subjects:	Q Science > QD Chemistry
Publisher:	ACS
ISSN:	0022-3263
Last Modified:	04 Jun 2017 01:40
URI:	https://orca.cardiff.ac.uk/id/eprint/1481

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