Journal article
Fully automated flow protocol for C(sp3)–C(sp3) bond formation from tertiary amides and alkyl halides
- Abstract:
- Herein, we present a novel C(sp3)–C(sp3) bond-forming protocol via the reductive coupling of abundant tertiary amides with organozinc reagents prepared in situ from their corresponding alkyl halides. Using a multistep fully automated flow protocol, this reaction could be used for both library synthesis and target molecule synthesis on the gram-scale starting from bench-stable reagents. Additionally, excellent chemoselectivity and functional group tolerance make it ideal for late-stage diversification of druglike molecules.
- Publication status:
- Published
- Peer review status:
- Peer reviewed
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(Preview, Version of record, pdf, 1.4MB, Terms of use)
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- Publisher copy:
- 10.1021/acs.orglett.3c01390
Authors
- Publisher:
- American Chemical Society
- Journal:
- Organic Letters More from this journal
- Place of publication:
- United States
- Publication date:
- 2023-05-23
- Acceptance date:
- 2023-05-18
- DOI:
- EISSN:
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1523-7052
- ISSN:
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1523-7060
- Pmid:
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37219892
- Language:
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English
- Keywords:
- Pubs id:
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1344585
- Local pid:
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pubs:1344585
- Deposit date:
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2023-10-03
Terms of use
- Copyright holder:
- Pijper et al
- Copyright date:
- 2023
- Rights statement:
- © 2023 The Authors. Published by American Chemical Society. This publication is licensed under CC-BY-NC-ND 4.0.
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