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Literature DB >> 28620862

Palladium-catalyzed acid-free Fujiwara-Moritani alkenylation of 4-thiazolidinones.

Anuj Patel¹, Janki Patel¹, Kishor H Chikhalia².

Abstract

Herein, we report a facile method for the alkenylation of a 4-thiazolidinone motif without using external acid and high-pressure gas, which are required in conventional Fujiwara-Moritani reactions. Mild reaction conditions, one-pot synthesis, and utilization of an oxidant made this process more feasible in comparison with previously reported methods. Functionalization of the slightly more acidic [Formula: see text] C-H bond with the less acidic [Formula: see text] C-H bond yielded the alkenylated motif. This pathway opens new possibilities for organic synthesis.

Entities: Chemical

Keywords: 4-Thiazolidinone; Acid-free condition; C–H functionalization; Fujiwara–Moritani alkenylation; alkenylation

Mesh：

Substances：

Year: 2017 PMID： 28620862 DOI： 10.1007/s11030-017-9756-5

Source DB: PubMed Journal: Mol Divers ISSN： 1381-1991 Impact factor: 2.943

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References

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Palladium-catalyzed acid-free Fujiwara-Moritani alkenylation of 4-thiazolidinones.

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Review 2. Beyond traditional cross couplings: the scope of the cross dehydrogenative coupling reaction.

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4. Alternative to benzoquinone for room-temperature Fujiwara-Moritani reactions.

5. Catalytic coupling of haloolefins with anilides.

6. Palladium-catalyzed alkylation of sp2 and sp3 C-H bonds with methylboroxine and alkylboronic acids: two distinct C-H activation pathways.

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