NDLI: Phosphine-catalyzed dearomative (3 + 2) annulation of 2-nitrobenzofurans and nitrobenzothiophenes with allenoates.

Content Provider	Semantic Scholar
Author	Zhao, Jian-Qiang Yang, Lei You, Yong Wang, Zhen-Hua Zhang, Xiaomei Xu, Xiao-Ying Yuan, Weicheng
Copyright Year	2019
Abstract	An efficient Ph2PMe-catalyzed dearomative (3 + 2) annulation of 2-nitrobenzofurans, 2-nitrobenzothiophenes, and 3-nitrobenzothiophenes with allenoates has been developed. With the developed protocol, a series of structurally important cyclopenta[b]benzofurans and cyclopenta[b]benzothiophenes were obtained in good to excellent yields (up to 98%) under mild conditions. In addition, preparative-scale experiments and transformations were conducted to exemplify the synthetic utility. The asymmetric version of this dearomative (3 + 2) annulation reaction was tentatively investigated by using chiral phosphine catalysts.
Starting Page	5294
Ending Page	5304
Page Count	11
File Format	PDF HTM / HTML
DOI	10.1039/c9ob00775j
PubMed reference number	31090776
Journal	Medline
Volume Number	17
Issue Number	21
Alternate Webpage(s)	http://www.rsc.org/suppdata/c9/ob/c9ob00775j/c9ob00775j1.pdf
Alternate Webpage(s)	https://doi.org/10.1039/c9ob00775j
Journal	Organic & biomolecular chemistry
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article

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Phosphine-catalyzed dearomative (3 + 2) annulation of 2-nitrobenzofurans and nitrobenzothiophenes with allenoates.