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Ying J, Gao Q, Wu XF. Site-Selective Carbonylative Synthesis of Structurally Diverse Lactams from Heterocyclic Amines with TFBen as the CO Source. J Org Chem. 2019;84(21):14297-14305doi: 10.1021/acs.joc.9b02114.
Ying, J., Gao, Q., & Wu, X. F. (2019). Site-Selective Carbonylative Synthesis of Structurally Diverse Lactams from Heterocyclic Amines with TFBen as the CO Source. The Journal of organic chemistry, 84(21), 14297-14305. https://doi.org/10.1021/acs.joc.9b02114
Ying, Jun, et al. "Site-Selective Carbonylative Synthesis of Structurally Diverse Lactams from Heterocyclic Amines with TFBen as the CO Source." The Journal of organic chemistry vol. 84,21 (2019): 14297-14305. doi: https://doi.org/10.1021/acs.joc.9b02114
Ying J, Gao Q, Wu XF. Site-Selective Carbonylative Synthesis of Structurally Diverse Lactams from Heterocyclic Amines with TFBen as the CO Source. J Org Chem. 2019 Nov 01;84(21):14297-14305. doi: 10.1021/acs.joc.9b02114. Epub 2019 Oct 15. PMID: 31589044.
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J Org Chem. 2019 Nov 01;84(21):14297-14305. doi: 10.1021/acs.joc.9b02114. Epub 2019 Oct 15.

Site-Selective Carbonylative Synthesis of Structurally Diverse Lactams from Heterocyclic Amines with TFBen as the CO Source.

The Journal of organic chemistry

Jun Ying, Qian Gao, Xiao-Feng Wu

Affiliations

  1. Department of Chemistry , Zhejiang Sci-Tech University , Xiasha Campus, Hangzhou 310018 , People's Republic of China.
  2. Leibniz-Institut für Katalyse e. V. an der Universität Rostock , Albert-Einstein-Stra?e 29a , Rostock 18059 , Germany.

PMID: 31589044 DOI: 10.1021/acs.joc.9b02114

Abstract

A palladium-catalyzed site-selective C-H carbonylation of heterocyclic amines for the synthesis of lactam motifs has been developed. The reaction of 3-thiophene methylamines, 2-thiophene methylamines, and tryptamines with benzene-1,3,5-triyl triformate (TFBen) as the CO source provides a series of structurally diverse lactams in moderate to high yields with excellent regioselectivities.

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