Formal allene insertion into amides. Reaction of propargyl magnesium bromide with morpholine amides

被引：0

作者：

Al Mufti, Amir M. ^{[2
]}

Molchanova, Marina V. ^{[1
,3
]}

Myasnyanko, Ivan N. ^{[1
,4
]}

Baranov, Mikhail S. ^{[1
,4
]}

Ikonnikova, Viktoria A. ^{[1
,2
]}

Mikhaylov, Andrey A. ^{[1
]}

机构：

[1] Russian Acad Sci, Shemyakin Ovchinnikov Inst Bioorgan Chem, 16-10 Miklukho Maklaya St, Moscow 117997, Russia

[2] DI Mendeleev Univ Chem Technol Russia, 9 Miusskaya sq, Moscow 125047, Russia

[3] Lomonosov Moscow State Univ, Leninskie Gory 1 3, Moscow 119991, Russia

[4] Pirogov Russian Natl Res Med Univ, 1 Ostrovityanova St, Moscow 117997, Russia

来源：

ARKIVOC | 2024年

关键词：

Grignard addition; morpholine amides; enamines; 1; 3-diketones; allenes; MULTISUBSTITUTED PYRAZOLES; ALLYLIC ALCOHOLS; BOND; FUNCTIONALIZATION; AMINOKETONES; KETONES;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Propargyl magnesium bromide rapidly undergoes addition to morpholine amides forming push-pull enaminones - products of allene formal insertion. The scope of the reaction and functional group tolerance are demonstrated on 16 examples, giving rise either to enaminones or 1,3-diketones after instant hydrolysis on silica. Further approaches for direct utilization of crude enaminones are also demonstrated.

引用

页码：1 / 14

页数：14

共 47 条

[1] Formal allene insertion into amides. Reaction of propargyl magnesium bromide with morpholine amides
Mufti, Amir M. Al
Molchanova, Marina, V
Myasnyanko, Ivan N.
Baranov, Mikhail S.
Ikonnikova, Viktoria A.
Mikhaylova, Andrey A.
ARKIVOC, 2024,
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[10] GENERAL SYNTHESIS OF TERTIARY ALLENIC AMIDES - REACTION OF PROPARGYL ALCOHOLS WITH DIETHYLFORMAMIDE ACETALS
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