A Selective C-C Bond Cleavage Strategy Promoted by Visible Light

被引：29
|
作者：
Gallo, Rafael D. C. [1 ]
Duarte, Marcelo [1 ]
da Silva, Amanda F. [1 ]
Okada, Celso Y., Jr. [1 ]
Deflon, Victor M. [2 ]
Jurberg, Igor D. [1 ]
机构：
[1] Univ Estadual Campinas, Inst Chem, BR-13083862 Campinas, Brazil
[2] Univ Sao Paulo, Inst Chem Sao Carlos, BR-13566590 Sao Carlos, SP, Brazil
来源：
ORGANIC LETTERS | 2021年 / 23卷 / 22期
基金：
巴西圣保罗研究基金会;
关键词：
DIAZO-COMPOUNDS; H BONDS; INSERTION;
D O I：
10.1021/acs.orglett.1c03406
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new visible-light-promoted reaction between aryldiazoacetates and 1,3-diketones allows good yields and selectivities for C-C bond insertions, leading to the corresponding 1,4-dicarbonyl compounds. This transformation is straightforward and highly practical. It tolerates air and moisture and does not require the use of any metals. Mechanistic investigations support the involvement of a key cyclopropanol intermediate derived from an intramolecular rearrangement.
引用
收藏
页码：8916 / 8920
页数：5
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