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Photocatalytic Thio/Selenosulfonylation-Bicyclization of Indole-Tethered 1,6-Enynes Leading to Substituted Benzo[ c ]pyrrolo[1,2,3- lm ]carbazoles.

Authors :
Zuo HD
Chen X
Zhang Y
Liu JW
Yan SH
Li G
Wang JY
Source :
Organic letters [Org Lett] 2024 May 10; Vol. 26 (18), pp. 3828-3833. Date of Electronic Publication: 2024 Apr 29.
Publication Year :
2024

Abstract

The photocatalyzed radical-triggered thio/selenosulfonylation-bicyclization of indole-tethered 1,6-enynes has been established for the first time, enabling the synthesis of various previously unreported thio/selenosulfonylated benzo[ c ]pyrrolo[1,2,3- lm ]carbazoles with moderate to good yields under mild conditions. The reaction pathway was proposed, consisting of energy transfer, homolytic cleavage, radical addition, 5- exo - dig , radical coupling, and a Mallory reaction cascade. This approach exhibits a wide substrate compatibility and excellent tolerability toward various functional groups and is characterized by its remarkable efficiency in both bond formation and annulation.

Details

Language :
English
ISSN :
1523-7052
Volume :
26
Issue :
18
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
38684050
Full Text :
https://doi.org/10.1021/acs.orglett.4c00981