Ligand- and base-free synthesis of 1,3-diynes catalyzed by low loading of heterogeneous Pd/C and cuI

A facile and environmentally friendly synthetic method for a variety of symmetrical 1,3-diyne derivatives based on the Pd/C-Cul-catalyzed homocoupling reaction of terminal alkynes has been developed. The reaction was efficiently catalyzed by the extrernely low loading (0.01-0.03 mol%) of Pd/C and Cu...

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Published inSynlett no. 16; pp. 2521 - 2524
Main Authors Kurita, Takanori, Abe, Masami, Maegawa, Tomohiro, Monguchi, Yasunari, Sajiki, Hironao
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 01.10.2007
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ROUTE
homocoupling
HOMOCOUPLING REACTION
heterogeneous palladium on carbon
terminal alkynes
ALLYLAMINE DERIVATIVES
FACILE
ligand- and base-free
oxygen
PANAXYTRIOL
DIYNES
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Abstract A facile and environmentally friendly synthetic method for a variety of symmetrical 1,3-diyne derivatives based on the Pd/C-Cul-catalyzed homocoupling reaction of terminal alkynes has been developed. The reaction was efficiently catalyzed by the extrernely low loading (0.01-0.03 mol%) of Pd/C and Cul (3 mol%) in the presence of molecular oxygen (02) as an oxidant without any phosphine ligands and bases.
AbstractList A facile and environmentally friendly synthetic method for a variety of symmetrical 1,3-diyne derivatives based on the Pd/C-Cul-catalyzed homocoupling reaction of terminal alkynes has been developed. The reaction was efficiently catalyzed by the extrernely low loading (0.01-0.03 mol%) of Pd/C and Cul (3 mol%) in the presence of molecular oxygen (02) as an oxidant without any phosphine ligands and bases.
Author Monguchi, Yasunari
Kurita, Takanori
Abe, Masami
Sajiki, Hironao
Maegawa, Tomohiro
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  surname: Sajiki
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CitedBy_id crossref_primary_10_1007_s10562_017_2237_8
crossref_primary_10_1007_s10311_016_0596_9
crossref_primary_10_1080_10426507_2022_2116635
crossref_primary_10_1515_znb_2017_0009
Cites_doi 10.1039/b517759f
10.1021/jo051969e
10.1002/JLAC.18701540202
10.1002/adsc.200303067
10.1021/jo0515475
10.1021/jo020073w
10.1039/b207753a
10.1021/ol0605530
10.1002/CBER.186900201183
10.1021/jo0503310
10.1021/ol034511c
10.1016/j.tet.2004.12.026
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10.1039/b212430k
10.1021/ol027033z
10.1021/jo050926v
10.1021/jo048428u
10.1002/anie.200353043
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Keywords ROUTE
homocoupling
HOMOCOUPLING REACTION
heterogeneous palladium on carbon
terminal alkynes
ALLYLAMINE DERIVATIVES
FACILE
ligand- and base-free
oxygen
PANAXYTRIOL
DIYNES
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Publisher Thieme Medical Publishers
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Snippet A facile and environmentally friendly synthetic method for a variety of symmetrical 1,3-diyne derivatives based on the Pd/C-Cul-catalyzed homocoupling reaction...
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SubjectTerms Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
Title Ligand- and base-free synthesis of 1,3-diynes catalyzed by low loading of heterogeneous Pd/C and cuI
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