t-BuOK-mediated reductive addition of P(O)-H compounds to terminal alkynes forming beta-arylphosphine oxides

A novel and efficient t-BuOK-mediated reductive addition of P(O)-H compounds to terminal alkynes was developed. A variety of beta-arylphosphine oxides including the valuable beta-heteroarylphosphine oxides were produced in moderate to high yields under mild reaction conditions. This reaction may pro...

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Published inOrganic & biomolecular chemistry Vol. 15; no. 26; pp. 5462 - 5467
Main Authors Zhang, Ji-Shu, Zhang, Jian-Qiu, Chen, Tieqiao, Han, Li-Biao
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 05.07.2017
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
CARBON BOND FORMATION
HOMOGENEOUS HYDROGENATION
ASYMMETRIC CATALYSIS
CONVENIENT SYNTHESIS
CROSS-COUPLING REACTIONS
CATALYZED ADDITION
H OXIDATIVE ADDITION
ARYL HALIDES
SECONDARY PHOSPHINE OXIDES
PHOSPHORUS-COMPOUNDS
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Summary:A novel and efficient t-BuOK-mediated reductive addition of P(O)-H compounds to terminal alkynes was developed. A variety of beta-arylphosphine oxides including the valuable beta-heteroarylphosphine oxides were produced in moderate to high yields under mild reaction conditions. This reaction may proceed via a tandem process involving regio-selective double addition and subsequent transfer hydrogenation.
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ISSN:1477-0520
1477-0539
DOI:10.1039/c7ob01104k