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<i>B</i>–N/<i>B</i>–H Transborylation: borane-catalysed nitrile hydroboration

Abstract:
The reduction of nitriles to primary amines is a useful transformation in organic synthesis, however, it often relies upon stoichiometric reagents or transition-metal catalysis. Herein, a borane-catalysed hydroboration of nitriles to give primary amines is reported. Good yields (48-95%) and chemoselectivity (e.g., ester, nitro, sulfone) were observed. DFT calculations and mechanistic studies support the proposal of a double B-N/B-H transborylation mechanism.
Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.3762/bjoc.18.138

Authors

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Role:
Author
ORCID:
0000-0001-7434-5624
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Role:
Author
ORCID:
0000-0002-8033-9092
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Role:
Author
ORCID:
0000-0001-5484-5891
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Role:
Author
ORCID:
0000-0002-5085-5088


Publisher:
Beilstein-Institut
Journal:
Beilstein Journal of Organic Chemistry More from this journal
Volume:
18
Pages:
1332-1337
Publication date:
2022-09-26
DOI:
EISSN:
1860-5397
ISSN:
1860-5397


Language:
English
Keywords:
Pubs id:
2364155
UUID:
uuid_54698fb7-30b6-459f-a681-48fe96c6e63d
Local pid:
pubs:2364155
Source identifiers:
W4297229299
Deposit date:
2026-01-28
ARK identifier:
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