Metallaphotoredox-Mediated Decarboxylative Cross-Coupling of α-Oxy Morpholine Carboxylic Acids and (Hetero)Aryl Halides

被引：7
|
作者：
Sloane, Jack L. [1 ]
Santos, Anna Beatriz [1 ]
Simmons, Eric M. [2 ]
Sherwood, Trevor C. [3 ]
机构：
[1] Bristol Myers Squibb, Small Mol Drug Discovery, Cambridge, MA 02142 USA
[2] Bristol Myers Squibb, Chem Proc Dev, New Brunswick, NJ 08903 USA
[3] Bristol Myers Squibb, Small Mol Drug Discovery, Princeton, NJ 08543 USA
来源：
ORGANIC LETTERS | 2023年 / 25卷 / 23期
关键词：
EFFICIENT SYNTHESIS; PHOTOREDOX; CHEMISTRY;
D O I：
10.1021/acs.orglett.3c01478
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A decarboxylative C(sp(2))-C(sp(3)) cross-couplingreaction of alpha-oxy carboxylic acids using dual nickel/photoredoxcatalysis has been developed for the synthesis of complex morpholinesand other saturated heterocycles, affording direct entry to scaffoldsof interest in drug discovery. This chemistry can be applied to thecoupling of an array of (hetero)aryl halides and alpha-heteroatomacids, providing C(sp(2))-C(sp(3))-coupledproducts in modest to excellent yields and enabling access to intermediatesthat can be further derivatized to multivector architectures.
引用
收藏
页码：4219 / 4224
页数：6
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