Multicomponent benzannulation of allylic P-ylides with isocyanates or aldehydes for construction of anilines and biaryls

Kaki Raveendra Babu; Yang Li; Wenbo Xu; Yuhai Tang; Wenquan Zhang; Silong Xu

doi:10.1039/d0cc03461d

Multicomponent benzannulation of allylic P-ylides with isocyanates or aldehydes for construction of anilines and biaryls

Kaki Raveendra Babu
, Yang Li
, Wenbo Xu
, Yuhai Tang
, Wenquan Zhang
, Silong Xu

School of Chemistry

Research output: Contribution to journal › Article › peer-review

3 Scopus citations

Abstract

The reactivity of allylic phosphorus ylides generated in situ from alkoxycarbonylmethylenephosphoranes and propiolates is investigated toward isocyanates and aromatic aldehydes, which leads to one-pot multicomponent benzannulations for efficient synthesis of polysubstituted anilines and biaryls, respectively. The mechanism may involve a tandem [2+2] cycloaddition/fragmentation/Wittig/cyclization/elimination/aromatization sequence.

Original language	English
Pages (from-to)	8865-8868
Number of pages	4
Journal	Chemical Communications
Volume	56
Issue number	62
DOIs	https://doi.org/10.1039/d0cc03461d
State	Published - 11 Aug 2020

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10.1039/d0cc03461d

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title = "Multicomponent benzannulation of allylic P-ylides with isocyanates or aldehydes for construction of anilines and biaryls",

abstract = "The reactivity of allylic phosphorus ylides generated in situ from alkoxycarbonylmethylenephosphoranes and propiolates is investigated toward isocyanates and aromatic aldehydes, which leads to one-pot multicomponent benzannulations for efficient synthesis of polysubstituted anilines and biaryls, respectively. The mechanism may involve a tandem [2+2] cycloaddition/fragmentation/Wittig/cyclization/elimination/aromatization sequence.",

author = "Babu, \{Kaki Raveendra\} and Yang Li and Wenbo Xu and Yuhai Tang and Wenquan Zhang and Silong Xu",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry.",

year = "2020",

month = aug,

day = "11",

doi = "10.1039/d0cc03461d",

language = "英语",

volume = "56",

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journal = "Chemical Communications",

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publisher = "Royal Society of Chemistry",

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TY - JOUR

T1 - Multicomponent benzannulation of allylic P-ylides with isocyanates or aldehydes for construction of anilines and biaryls

AU - Babu, Kaki Raveendra

AU - Li, Yang

AU - Xu, Wenbo

AU - Tang, Yuhai

AU - Zhang, Wenquan

AU - Xu, Silong

N1 - Publisher Copyright: © The Royal Society of Chemistry.

PY - 2020/8/11

Y1 - 2020/8/11

N2 - The reactivity of allylic phosphorus ylides generated in situ from alkoxycarbonylmethylenephosphoranes and propiolates is investigated toward isocyanates and aromatic aldehydes, which leads to one-pot multicomponent benzannulations for efficient synthesis of polysubstituted anilines and biaryls, respectively. The mechanism may involve a tandem [2+2] cycloaddition/fragmentation/Wittig/cyclization/elimination/aromatization sequence.

AB - The reactivity of allylic phosphorus ylides generated in situ from alkoxycarbonylmethylenephosphoranes and propiolates is investigated toward isocyanates and aromatic aldehydes, which leads to one-pot multicomponent benzannulations for efficient synthesis of polysubstituted anilines and biaryls, respectively. The mechanism may involve a tandem [2+2] cycloaddition/fragmentation/Wittig/cyclization/elimination/aromatization sequence.

UR - https://www.scopus.com/pages/publications/85089164833

U2 - 10.1039/d0cc03461d

DO - 10.1039/d0cc03461d

M3 - 文章

C2 - 32638748

AN - SCOPUS:85089164833

SN - 1359-7345

VL - 56

SP - 8865

EP - 8868

JO - Chemical Communications

JF - Chemical Communications

IS - 62

ER -

Multicomponent benzannulation of allylic P-ylides with isocyanates or aldehydes for construction of anilines and biaryls

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