Rapid access to 9-arylfluorene and spirobifluorene through Pd-catalysed C-H arylation/deaminative annulation

We describe here a facile synthesis of 9-arylfluorenes and spirobifluorenes from readily available 1,1-diarylmethylamines and iodoarenes through Pd-cataylsed C(sp 2 )-H arylation and a sequential deaminative annulation. The reaction features high efficiency and simplicity of operation, constituting...

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Published inChemical communications (Cambridge, England) Vol. 58; no. 43; pp. 628 - 6283
Main Authors Wu, Yu, Wu, Feng-Wei, Zhou, Kun, Li, Yiming, Chen, Lei, Wang, Shuang, Xu, Zhen-Yuan, Lou, Shao-Jie, Xu, Dan-Qian
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 26.05.2022
Royal Society of Chemistry
Subjects
Chemical reactions
Chemistry
Chemistry, Multidisciplinary
Organic chemistry
Physical Sciences
Science & Technology
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Summary:We describe here a facile synthesis of 9-arylfluorenes and spirobifluorenes from readily available 1,1-diarylmethylamines and iodoarenes through Pd-cataylsed C(sp 2 )-H arylation and a sequential deaminative annulation. The reaction features high efficiency and simplicity of operation, constituting an interesting shortcut to access fluorene compounds. A rapid construction of 9-arylfluorenes and spirobifluorenes was developed through the tandem Pd-catalysed C-H arylation/demaminative annulation of 1,1-diarylmethylamines with aromatic iodides.
Bibliography:For ESI and crystallographic data in CIF or other electronic format see DOI
2154210
https://doi.org/10.1039/d2cc01355j
2154211
and
Electronic supplementary information (ESI) available: General experimental details, including procedures, syntheses and characterization data of new products. CCDC
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ISSN:1359-7345
1364-548X
DOI:10.1039/d2cc01355j