Copper-catalyzed synthesis of diarylamines using p-toluene sulfonamides and benzhydrol derivatives under homogeneous borrowing hydrogen conditions

Diarylamines were synthesized using p-toluene sulfonamides with benzhydrol derivatives in the presence of a copper/bisphosphine complex by Borrowing Hydrogen (BH) mechanism, yielding ${<}98\%$ under clean and mild reaction conditions. The use of readily available and cost-effective copper salts,...

Full description

Bibliographic Details
Main Authors: Ashouri, Akram, Samadi, Saadi, Ahmadian, Masoud, Nasiri, Behzad
Format: Article
Language:English
Published: Académie des sciences 2020-05-01
Series:Comptes Rendus. Chimie
Subjects:
Online Access:https://comptes-rendus.academie-sciences.fr/chimie/articles/10.5802/crchim.5/
_version_ 1797651367240663040
author Ashouri, Akram
Samadi, Saadi
Ahmadian, Masoud
Nasiri, Behzad
author_facet Ashouri, Akram
Samadi, Saadi
Ahmadian, Masoud
Nasiri, Behzad
author_sort Ashouri, Akram
collection DOAJ
description Diarylamines were synthesized using p-toluene sulfonamides with benzhydrol derivatives in the presence of a copper/bisphosphine complex by Borrowing Hydrogen (BH) mechanism, yielding ${<}98\%$ under clean and mild reaction conditions. The use of readily available and cost-effective copper salts, short reaction times, high yield and reaction rates are highlighted.
first_indexed 2024-03-11T16:14:57Z
format Article
id doaj.art-2b38bb1d198e4f77930a52fb91907517
institution Directory Open Access Journal
issn 1878-1543
language English
last_indexed 2024-03-11T16:14:57Z
publishDate 2020-05-01
publisher Académie des sciences
record_format Article
series Comptes Rendus. Chimie
spelling doaj.art-2b38bb1d198e4f77930a52fb919075172023-10-24T14:22:36ZengAcadémie des sciencesComptes Rendus. Chimie1878-15432020-05-01231475510.5802/crchim.510.5802/crchim.5Copper-catalyzed synthesis of diarylamines using p-toluene sulfonamides and benzhydrol derivatives under homogeneous borrowing hydrogen conditionsAshouri, Akram0Samadi, Saadi1Ahmadian, Masoud2Nasiri, Behzad3https://orcid.org/0000-0002-5119-0356Laboratory of Asymmetric Synthesis, Department of Chemistry, Faculty of Science, University of Kurdistan, 66177-15175, Sanandaj, IranLaboratory of Asymmetric Synthesis, Department of Chemistry, Faculty of Science, University of Kurdistan, 66177-15175, Sanandaj, IranLaboratory of Asymmetric Synthesis, Department of Chemistry, Faculty of Science, University of Kurdistan, 66177-15175, Sanandaj, IranLaboratory of Asymmetric Synthesis, Department of Chemistry, Faculty of Science, University of Kurdistan, 66177-15175, Sanandaj, IranDiarylamines were synthesized using p-toluene sulfonamides with benzhydrol derivatives in the presence of a copper/bisphosphine complex by Borrowing Hydrogen (BH) mechanism, yielding ${<}98\%$ under clean and mild reaction conditions. The use of readily available and cost-effective copper salts, short reaction times, high yield and reaction rates are highlighted.https://comptes-rendus.academie-sciences.fr/chimie/articles/10.5802/crchim.5/Diaryl amineBenzhydrolsulfonamidesCopper saltBisphosphine ligandsBorrowing Hydrogen (BH) mechanism
spellingShingle Ashouri, Akram
Samadi, Saadi
Ahmadian, Masoud
Nasiri, Behzad
Copper-catalyzed synthesis of diarylamines using p-toluene sulfonamides and benzhydrol derivatives under homogeneous borrowing hydrogen conditions
Comptes Rendus. Chimie
Diaryl amine
Benzhydrol
sulfonamides
Copper salt
Bisphosphine ligands
Borrowing Hydrogen (BH) mechanism
title Copper-catalyzed synthesis of diarylamines using p-toluene sulfonamides and benzhydrol derivatives under homogeneous borrowing hydrogen conditions
title_full Copper-catalyzed synthesis of diarylamines using p-toluene sulfonamides and benzhydrol derivatives under homogeneous borrowing hydrogen conditions
title_fullStr Copper-catalyzed synthesis of diarylamines using p-toluene sulfonamides and benzhydrol derivatives under homogeneous borrowing hydrogen conditions
title_full_unstemmed Copper-catalyzed synthesis of diarylamines using p-toluene sulfonamides and benzhydrol derivatives under homogeneous borrowing hydrogen conditions
title_short Copper-catalyzed synthesis of diarylamines using p-toluene sulfonamides and benzhydrol derivatives under homogeneous borrowing hydrogen conditions
title_sort copper catalyzed synthesis of diarylamines using p toluene sulfonamides and benzhydrol derivatives under homogeneous borrowing hydrogen conditions
topic Diaryl amine
Benzhydrol
sulfonamides
Copper salt
Bisphosphine ligands
Borrowing Hydrogen (BH) mechanism
url https://comptes-rendus.academie-sciences.fr/chimie/articles/10.5802/crchim.5/
work_keys_str_mv AT ashouriakram coppercatalyzedsynthesisofdiarylaminesusingptoluenesulfonamidesandbenzhydrolderivativesunderhomogeneousborrowinghydrogenconditions
AT samadisaadi coppercatalyzedsynthesisofdiarylaminesusingptoluenesulfonamidesandbenzhydrolderivativesunderhomogeneousborrowinghydrogenconditions
AT ahmadianmasoud coppercatalyzedsynthesisofdiarylaminesusingptoluenesulfonamidesandbenzhydrolderivativesunderhomogeneousborrowinghydrogenconditions
AT nasiribehzad coppercatalyzedsynthesisofdiarylaminesusingptoluenesulfonamidesandbenzhydrolderivativesunderhomogeneousborrowinghydrogenconditions