Copper‐Catalyzed Chemoselective Divergent Carbene Insertion into the N−H bonds of Tryptamines

Easy access to divergent products with chemoselectivity is of great importance in organic synthesis. Herein, we have developed a chemoselective copper‐catalyzed carbene insertion protocol onto N−H bonds of tryptamine derivatives. Divergent insertion products are obtained by varying the nucleophilici...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2023-11, Vol.365 (22), p.3935-3941
Main Authors: Kumar, Dharmendra, Rao Kuram, Malleswara
Format: Article
Language:English
Subjects:
Carbene
Carbenes
Chemoselective
Copper
Insertion
Substrates
Tryptamines
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Summary:Easy access to divergent products with chemoselectivity is of great importance in organic synthesis. Herein, we have developed a chemoselective copper‐catalyzed carbene insertion protocol onto N−H bonds of tryptamine derivatives. Divergent insertion products are obtained by varying the nucleophilicity of the aliphatic NH of tryptamine with electron‐donating or electron‐withdrawing groups. The reaction provided N−H insertion products with broad substrate scope in good yields.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202300893