Alkynyl Borrowing: Silver-Catalyzed Amination of Secondary Propargylic Alcohols via C(sp3)–C(sp) Bond Cleavage

The silver-catalyzed alkynyl borrowing amination of secondary propargyl alcohols via C­(sp3)–C­(sp) bond cleavage has been developed. This new strategy was based on the β-alkynyl elimination of propargyl alcohols and alkynyl as the borrowing subject. This alkynyl borrowing amination featured high at...

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Published inJournal of organic chemistry Vol. 87; no. 8; pp. 5395 - 5403
Main Authors Zhuang, Xin, Zhu, Min, Hong, Chuan-Ming, Luo, Zhen, Li, Wan-Fang, Li, Qing-Hua, Luo, Qun-Li, Liu, Tang-Lin
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 15.04.2022
Amer Chemical Soc
Subjects
Alcohols - chemistry
Amination
Catalysis
Chemistry
Chemistry, Organic
cleavage (chemistry)
organic chemistry
Physical Sciences
Science & Technology
Silver - chemistry
ASYMMETRIC CONJUGATE ALKYNYLATION
REARRANGEMENT
NUCLEOPHILES
SUBSTITUTION
HYDROGEN
ONE-POT SYNTHESIS
ALKYLATION
C-C BONDS
SELECTIVE SYNTHESIS
EFFICIENT
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Summary:The silver-catalyzed alkynyl borrowing amination of secondary propargyl alcohols via C­(sp3)–C­(sp) bond cleavage has been developed. This new strategy was based on the β-alkynyl elimination of propargyl alcohols and alkynyl as the borrowing subject. This alkynyl borrowing amination featured high atom economy, wide functional group tolerance, and high efficiency.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:0022-3263
1520-6904
1520-6904
DOI:10.1021/acs.joc.2c00297