In(III)-TMSBr-Catalyzed Cascade Reaction of Diarylalkynes with Acrylates for the Synthesis of Aryldihydronaphthalene Derivatives

A combined Lewis acid system comprising of two or more Lewis acids occasionally exhibits augmented catalytic activity in organic transformations which are otherwise unrealizable by either of the components exclusively. On the other hand, the efficient construction of multiple new C-C bonds and polyc...

Full description

Bibliographic Details
Main Authors: Qiu-Chi Zhang, Wen-Wei Zhang, Liang Shen, Zhi-Liang Shen, Teck-Peng Loh
Format: Article
Language:English
Published: MDPI AG 2018-04-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/23/4/979
_version_ 1828865459107135488
author Qiu-Chi Zhang
Wen-Wei Zhang
Liang Shen
Zhi-Liang Shen
Teck-Peng Loh
author_facet Qiu-Chi Zhang
Wen-Wei Zhang
Liang Shen
Zhi-Liang Shen
Teck-Peng Loh
author_sort Qiu-Chi Zhang
collection DOAJ
description A combined Lewis acid system comprising of two or more Lewis acids occasionally exhibits augmented catalytic activity in organic transformations which are otherwise unrealizable by either of the components exclusively. On the other hand, the efficient construction of multiple new C-C bonds and polycyclic structures in minimal steps remains a subject of great interest in both academia and industry. Herein we report an efficient method to assemble aryldihydronaphthalene derivatives via a cascade reaction of diarylalkynes with acrylates under the catalysis of a combined Lewis acid derived from In(III) salt and TMSBr.
first_indexed 2024-12-13T04:29:34Z
format Article
id doaj.art-47df67d074b246dcb26ce58093ea5ed5
institution Directory Open Access Journal
issn 1420-3049
language English
last_indexed 2024-12-13T04:29:34Z
publishDate 2018-04-01
publisher MDPI AG
record_format Article
series Molecules
spelling doaj.art-47df67d074b246dcb26ce58093ea5ed52022-12-21T23:59:35ZengMDPI AGMolecules1420-30492018-04-0123497910.3390/molecules23040979molecules23040979In(III)-TMSBr-Catalyzed Cascade Reaction of Diarylalkynes with Acrylates for the Synthesis of Aryldihydronaphthalene DerivativesQiu-Chi Zhang0Wen-Wei Zhang1Liang Shen2Zhi-Liang Shen3Teck-Peng Loh4Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, SingaporeBGI, BGI-Shenzhen, Shenzhen 518083, ChinaDivision of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, SingaporeInstitute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing Tech University, Nanjing 210009, ChinaDivision of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, SingaporeA combined Lewis acid system comprising of two or more Lewis acids occasionally exhibits augmented catalytic activity in organic transformations which are otherwise unrealizable by either of the components exclusively. On the other hand, the efficient construction of multiple new C-C bonds and polycyclic structures in minimal steps remains a subject of great interest in both academia and industry. Herein we report an efficient method to assemble aryldihydronaphthalene derivatives via a cascade reaction of diarylalkynes with acrylates under the catalysis of a combined Lewis acid derived from In(III) salt and TMSBr.http://www.mdpi.com/1420-3049/23/4/979indiumcombined Lewis acidcatalysiscascade reactionaryldihydronaphthalene
spellingShingle Qiu-Chi Zhang
Wen-Wei Zhang
Liang Shen
Zhi-Liang Shen
Teck-Peng Loh
In(III)-TMSBr-Catalyzed Cascade Reaction of Diarylalkynes with Acrylates for the Synthesis of Aryldihydronaphthalene Derivatives
Molecules
indium
combined Lewis acid
catalysis
cascade reaction
aryldihydronaphthalene
title In(III)-TMSBr-Catalyzed Cascade Reaction of Diarylalkynes with Acrylates for the Synthesis of Aryldihydronaphthalene Derivatives
title_full In(III)-TMSBr-Catalyzed Cascade Reaction of Diarylalkynes with Acrylates for the Synthesis of Aryldihydronaphthalene Derivatives
title_fullStr In(III)-TMSBr-Catalyzed Cascade Reaction of Diarylalkynes with Acrylates for the Synthesis of Aryldihydronaphthalene Derivatives
title_full_unstemmed In(III)-TMSBr-Catalyzed Cascade Reaction of Diarylalkynes with Acrylates for the Synthesis of Aryldihydronaphthalene Derivatives
title_short In(III)-TMSBr-Catalyzed Cascade Reaction of Diarylalkynes with Acrylates for the Synthesis of Aryldihydronaphthalene Derivatives
title_sort in iii tmsbr catalyzed cascade reaction of diarylalkynes with acrylates for the synthesis of aryldihydronaphthalene derivatives
topic indium
combined Lewis acid
catalysis
cascade reaction
aryldihydronaphthalene
url http://www.mdpi.com/1420-3049/23/4/979
work_keys_str_mv AT qiuchizhang iniiitmsbrcatalyzedcascadereactionofdiarylalkyneswithacrylatesforthesynthesisofaryldihydronaphthalenederivatives
AT wenweizhang iniiitmsbrcatalyzedcascadereactionofdiarylalkyneswithacrylatesforthesynthesisofaryldihydronaphthalenederivatives
AT liangshen iniiitmsbrcatalyzedcascadereactionofdiarylalkyneswithacrylatesforthesynthesisofaryldihydronaphthalenederivatives
AT zhiliangshen iniiitmsbrcatalyzedcascadereactionofdiarylalkyneswithacrylatesforthesynthesisofaryldihydronaphthalenederivatives
AT teckpengloh iniiitmsbrcatalyzedcascadereactionofdiarylalkyneswithacrylatesforthesynthesisofaryldihydronaphthalenederivatives