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2‑Isopropylthioxanthone-Catalyzed Divergent Functionalization of Bicyclo[1.1.0]butanes under Visible-Light Irradiation

1,3-Functionalized cyclobutane structural motifs are ubiquitous in natural products and pharmaceuticals. Photoinduced alkylation of bicyclo[1.1.0]­butanes (BCBs) offers a step-economical strategy for accessing 1,3-functionalized cyclobutane motifs. Herein, we disclose a general and mild photocatalyt...

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Published in:Organic letters 2023-08, Vol.25 (33), p.6184-6188
Main Authors: Chen, Peng-Fei, Li, Dong-Sheng, Ou, Wei-Tong, Xue, Fei, Deng, Hong-Ping
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Language:English
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cited_by cdi_FETCH-LOGICAL-a345t-a6f4713f5cf415e554537bfad9ee90136bfbabf758da5679315456b51a8f4a4e3
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container_end_page 6188
container_issue 33
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container_title Organic letters
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creator Chen, Peng-Fei
Li, Dong-Sheng
Ou, Wei-Tong
Xue, Fei
Deng, Hong-Ping
description 1,3-Functionalized cyclobutane structural motifs are ubiquitous in natural products and pharmaceuticals. Photoinduced alkylation of bicyclo[1.1.0]­butanes (BCBs) offers a step-economical strategy for accessing 1,3-functionalized cyclobutane motifs. Herein, we disclose a general and mild photocatalytic protocol of bromoallylation and alkylation of BCBs in a metal, additive-free manner by using the same photocatalyst, 2-isopropylthioxanthone, in different catalytic roles. Furthermore, the synthetic utility of these products was illustrated in the synthesis of various valuable and complex cyclobutane derivatives.
doi_str_mv 10.1021/acs.orglett.3c02332
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title 2‑Isopropylthioxanthone-Catalyzed Divergent Functionalization of Bicyclo[1.1.0]butanes under Visible-Light Irradiation
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