Catalytic Enantioselective Synthesis of 2,3′-Bis(indolyl)methanes Bearing All-Carbon Quaternary Stereocenters via 2-Indole Imine Methides

Zhengyu Han; Wenlong Wang; Han Zhuang; Jie Wang; Cheng Wang; Jianhao Wang; Hai Huang; Jianwei Sun

doi:10.1021/acs.orglett.2c04109

Catalytic Enantioselective Synthesis of 2,3′-Bis(indolyl)methanes Bearing All-Carbon Quaternary Stereocenters via 2-Indole Imine Methides

Zhengyu Han
, Wenlong Wang
, Han Zhuang
, Jie Wang
, Cheng Wang
, Jianhao Wang^*
, Hai Huang^*
, Jianwei Sun^*

^*Corresponding author for this work

Department of Chemistry

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

17 Citations (Scopus)

Abstract

An organocatalytic enantioselective formal hydroarylation of 2-vinyl indoles for the preparation of enantioenriched 2,3′-bis(indolyl)methanes bearing an all-carbon quaternary stereocenter is described. This reaction features mild conditions, low catalyst loading, excellent efficiency and enantioselectivity. The obtained products showed promising anticancer activity.

Original language	English
Pages (from-to)	477-482
Number of pages	6
Journal	Organic Letters
Volume	25
Issue number	3
DOIs	https://doi.org/10.1021/acs.orglett.2c04109
Publication status	Published - 27 Jan 2023

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Publisher Copyright:
© 2023 American Chemical Society.

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10.1021/acs.orglett.2c04109

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title = "Catalytic Enantioselective Synthesis of 2,3′-Bis(indolyl)methanes Bearing All-Carbon Quaternary Stereocenters via 2-Indole Imine Methides",

abstract = "An organocatalytic enantioselective formal hydroarylation of 2-vinyl indoles for the preparation of enantioenriched 2,3′-bis(indolyl)methanes bearing an all-carbon quaternary stereocenter is described. This reaction features mild conditions, low catalyst loading, excellent efficiency and enantioselectivity. The obtained products showed promising anticancer activity.",

author = "Zhengyu Han and Wenlong Wang and Han Zhuang and Jie Wang and Cheng Wang and Jianhao Wang and Hai Huang and Jianwei Sun",

note = "Publisher Copyright: {\textcopyright} 2023 American Chemical Society.",

year = "2023",

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day = "27",

doi = "10.1021/acs.orglett.2c04109",

language = "English",

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TY - JOUR

T1 - Catalytic Enantioselective Synthesis of 2,3′-Bis(indolyl)methanes Bearing All-Carbon Quaternary Stereocenters via 2-Indole Imine Methides

AU - Han, Zhengyu

AU - Wang, Wenlong

AU - Zhuang, Han

AU - Wang, Jie

AU - Wang, Cheng

AU - Wang, Jianhao

AU - Huang, Hai

AU - Sun, Jianwei

PY - 2023/1/27

Y1 - 2023/1/27

N2 - An organocatalytic enantioselective formal hydroarylation of 2-vinyl indoles for the preparation of enantioenriched 2,3′-bis(indolyl)methanes bearing an all-carbon quaternary stereocenter is described. This reaction features mild conditions, low catalyst loading, excellent efficiency and enantioselectivity. The obtained products showed promising anticancer activity.

AB - An organocatalytic enantioselective formal hydroarylation of 2-vinyl indoles for the preparation of enantioenriched 2,3′-bis(indolyl)methanes bearing an all-carbon quaternary stereocenter is described. This reaction features mild conditions, low catalyst loading, excellent efficiency and enantioselectivity. The obtained products showed promising anticancer activity.

UR - https://www.webofscience.com/wos/woscc/full-record/WOS:000918487400001

UR - https://openalex.org/W4316276670

U2 - 10.1021/acs.orglett.2c04109

DO - 10.1021/acs.orglett.2c04109

M3 - Journal Article

C2 - 36641768

SN - 1523-7060

VL - 25

SP - 477

EP - 482

JO - Organic Letters

JF - Organic Letters

IS - 3

ER -

Catalytic Enantioselective Synthesis of 2,3′-Bis(indolyl)methanes Bearing All-Carbon Quaternary Stereocenters via 2-Indole Imine Methides

Abstract

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