Issue 33, 2018

2-Picoline catalyst-triggered [2 + 2 + 2] cycloaddition-type reaction of acetylenedicarboxylates, aldehydes and alkenes

Abstract

2-Picoline efficiently catalyzes the formation of α,β-enones from acetylenedicarboxylates and aldehydes in the presence of alkenes, thereby leading to pyrans in moderate to good yields with complete regioselectivities. This synthetic method of pyrans is represented as a first example of catalytic and direct [2 + 2 + 2] cycloaddition of three different components under the metal-free conditions.

Graphical abstract: 2-Picoline catalyst-triggered [2 + 2 + 2] cycloaddition-type reaction of acetylenedicarboxylates, aldehydes and alkenes

Supplementary files

Article information

Article type
Communication
Submitted
24 Jul 2018
Accepted
06 Aug 2018
First published
06 Aug 2018

Org. Biomol. Chem., 2018,16, 5965-5968

2-Picoline catalyst-triggered [2 + 2 + 2] cycloaddition-type reaction of acetylenedicarboxylates, aldehydes and alkenes

K. Tateishi, K. Noguchi and A. Saito, Org. Biomol. Chem., 2018, 16, 5965 DOI: 10.1039/C8OB01774C

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