Photocatalytic
Thio/Selenosulfonylation–Bicyclization
of Indole-Tethered 1,6-Enynes Leading to Substituted Benzo[c]pyrrolo[1,2,3-lm]carbazoles
Posted on 2024-04-29 - 20:05
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.
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Zuo, Hang-Dong; Chen, Xi; Zhang, Yue; Liu, Jian-Wu; Yan, Sheng-Hu; Li, Guigen; et al. (1753). Photocatalytic
Thio/Selenosulfonylation–Bicyclization
of Indole-Tethered 1,6-Enynes Leading to Substituted Benzo[c]pyrrolo[1,2,3-lm]carbazoles. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.4c00981