Stereoselective Pd-Catalyzed Remote Hydroamination of Skipped Dienes with Azoles

被引：8

作者：

Miao, Han-Zhe ^{[1
,2
]}

Liu, Yang ^{[2
]}

Chen, Ye-Wei ^{[2
]}

Lu, Han-Yu ^{[2
]}

Li, Jian ^{[1
]}

Lin, Guo-Qiang ^{[1
,2
]}

He, Zhi-Tao ^{[2
,3
]}

机构：

[1] Shanghai Univ, Coll Sci, Dept Chem, Shanghai 200444, Peoples R China

[2] Univ Chinese Acad Sci, Shanghai Inst Organ Chem, Ctr Excellence Mol Synth, CAS Key Lab Synthet Chem Nat Subst, Shanghai 200032, Peoples R China

[3] Univ Chinese Acad Sci, Sch Chem & Mat Sci, Hangzhou Inst Adv Study, Hangzhou 310024, Peoples R China

来源：

SYNLETT | 2023年 / 34卷 / 05期

基金：

中国国家自然科学基金;

关键词：

skipped diene; remote hydroamination; palladium hydride; azoles; migratory allylic C-H functionalization; NONCONJUGATED DIENES; WALKING METALS; ARYL IODIDES; AMINES; CARBON;

D O I：

10.1055/a-1916-2937

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel palladium-catalyzed stereoselective remote hydroamination reaction is disclosed. A series of azoles and skipped dienes undergo the migratory allylic C-H amination in good yields and selectivities. A desymmetric migratory azolation process is also developed to highlight the reliability of the transformation. Preliminary mechanistic experiments corroborate the designed metal walking and allylic substitution cascade strategy via Pd-H catalysis, different from prior ligand-to-ligand hydrogen transfer pathway for conjugated dienes.

引用

页码：451 / 456

页数：6

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