Catalyst-Controlled Regiodivergent C-H Alkynylation of Thiophenes*.

ABSTRACT: Alkynes are highly attractive motifs in organic synthesis due to their presence in natural products and bioactive molecules as well as their versatility in a plethora of subsequent transformations. A common procedure to insert alkynes into (hetero)arenes, such as the thiophenes studied herein, consists of a halogenation followed by a Sonogashira cross-coupling. The regioselectivity of this approach depends entirely on the halogenation step. Similarly, direct alkynylations of thiophenes have been described that follow the same regioselectivity patterns. Herein we report the development of a palladium catalyzed C-H activation/alkynylation of thiophenes. The method is applicable to a broad range of thiophene substrates. For 3-substituted substrates where controlling the regioselectivity betwe

SUBMITTER: Mondal A 

PROVIDER: S-EPMC7839547 | biostudies-literature | 2021 Jan

REPOSITORIES: biostudies-literature