DOI: 10.1021/acs.orglett.6c03179 ISSN: 1523-7060

Site-Selective Sequential Isocyanide Insertion at Dual sp3- and sp2-Carbon Centers Enables Divergent Access to N/O-Containing Heterocycles

Zhi-Lin Ren, Ke-Ji Li, Cheng-Cheng Ding, Shan-Shan Liu, Peng Yang, Ying-Min Liu, You Zhou, Zi-Qiang Wang, Ping He, Long Wang

Abstract

The study reports a Pd-catalyzed chemoselective sequential isocyanide insertion at sp3- and sp2-carbon centers, which enables the controlled incorporation of two or four isocyanide units. This cascade process, derived from readily accessible Passerini adducts, provides a divergent platform for the rapid assembly of diverse N- and O-containing heterocycles. The strategy overcomes the limitations of single-site reactions and offers high selectivity and structural complexity in heterocycle synthesis.

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