Transalkylation via C-N Bond Cleavage of Amines Catalyzed by Super Organophotoreductant CBZ6

Yong Ze Chen; Yi Ming Chen; Yuan Hu; Jian Ping Qu; Yan Biao Kang

doi:10.1021/acs.orglett.3c02827

Transalkylation via C-N Bond Cleavage of Amines Catalyzed by Super Organophotoreductant CBZ6

Yong Ze Chen, Yi Ming Chen, Yuan Hu, Jian Ping Qu, Yan Biao Kang

School of Chemistry and Moleculai Engineering

University of Science and Technology of China

Research output: Contribution to journal › Article › peer-review

8 Scopus citations

Abstract

The super organoreductant CBZ6-catalyzed tandem transalkylation-cyclization using amines as traceless radical donors and stabilizer is reported. The later-stage breaking of an N-C bond enables the transalkylation with a secondary amine as the leaving moiety. A wide range of tertiary amines were used as alkyl radical donors for the C1-C8 alkyls. This traceless stabilizer also enabled the transalkylation with methyl radical, which is normally not possible because of the instability of methyl radical.

Original language	English
Pages (from-to)	7518-7522
Number of pages	5
Journal	Organic Letters
Volume	25
Issue number	41
DOIs	https://doi.org/10.1021/acs.orglett.3c02827
State	Published - 20 Oct 2023

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title = "Transalkylation via C-N Bond Cleavage of Amines Catalyzed by Super Organophotoreductant CBZ6",

abstract = "The super organoreductant CBZ6-catalyzed tandem transalkylation-cyclization using amines as traceless radical donors and stabilizer is reported. The later-stage breaking of an N-C bond enables the transalkylation with a secondary amine as the leaving moiety. A wide range of tertiary amines were used as alkyl radical donors for the C1-C8 alkyls. This traceless stabilizer also enabled the transalkylation with methyl radical, which is normally not possible because of the instability of methyl radical.",

author = "Chen, {Yong Ze} and Chen, {Yi Ming} and Yuan Hu and Qu, {Jian Ping} and Kang, {Yan Biao}",

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doi = "10.1021/acs.orglett.3c02827",

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T1 - Transalkylation via C-N Bond Cleavage of Amines Catalyzed by Super Organophotoreductant CBZ6

AU - Chen, Yong Ze

AU - Chen, Yi Ming

AU - Hu, Yuan

AU - Qu, Jian Ping

AU - Kang, Yan Biao

PY - 2023/10/20

Y1 - 2023/10/20

N2 - The super organoreductant CBZ6-catalyzed tandem transalkylation-cyclization using amines as traceless radical donors and stabilizer is reported. The later-stage breaking of an N-C bond enables the transalkylation with a secondary amine as the leaving moiety. A wide range of tertiary amines were used as alkyl radical donors for the C1-C8 alkyls. This traceless stabilizer also enabled the transalkylation with methyl radical, which is normally not possible because of the instability of methyl radical.

AB - The super organoreductant CBZ6-catalyzed tandem transalkylation-cyclization using amines as traceless radical donors and stabilizer is reported. The later-stage breaking of an N-C bond enables the transalkylation with a secondary amine as the leaving moiety. A wide range of tertiary amines were used as alkyl radical donors for the C1-C8 alkyls. This traceless stabilizer also enabled the transalkylation with methyl radical, which is normally not possible because of the instability of methyl radical.

UR - http://www.scopus.com/inward/record.url?scp=85174641307&partnerID=8YFLogxK

U2 - 10.1021/acs.orglett.3c02827

DO - 10.1021/acs.orglett.3c02827

M3 - 文章

C2 - 37797085

AN - SCOPUS:85174641307

SN - 1523-7060

VL - 25

SP - 7518

EP - 7522

JO - Organic Letters

JF - Organic Letters

IS - 41

ER -

Transalkylation via C-N Bond Cleavage of Amines Catalyzed by Super Organophotoreductant CBZ6

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