Preparation of Spiro[indene-1,1′-isoindolin]-3′-ones via Sulfuric Acid-Promoted Cascade Cyclization

Lang Sun; Peng Liu; Jing Wang; Ping Lu; Yanguang Wang

doi:10.1021/acs.joc.7b00958

Preparation of Spiro[indene-1,1′-isoindolin]-3′-ones via Sulfuric Acid-Promoted Cascade Cyclization

Lang Sun
, Peng Liu
, Jing Wang
, Ping Lu^*
, Yanguang Wang

^*Corresponding author for this work

Zhejiang University

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

18 Citations (Scopus)

Abstract

The sulfuric acid-promoted cascade cyclization of 2-(3-hydroxyprop-1-ynyl)benzonitriles led to an efficient synthesis of spiro[indene-1,1′-isoindolin]-3′-ones. This class of spiro compounds could also be prepared by the sulfuric acid-catalyzed cyclization of 2-(phenylacryloyl)benzonitriles, which were readily derived from 2-(3-hydroxyprop-1-ynyl)benzamides using trifluoroacetic acid as a catalyst.

Original language	English
Pages (from-to)	8407-8418
Number of pages	12
Journal	Journal of Organic Chemistry
Volume	82
Issue number	16
DOIs	https://doi.org/10.1021/acs.joc.7b00958
Publication status	Published - 18 Aug 2017
Externally published	Yes

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title = "Preparation of Spiro[indene-1,1′-isoindolin]-3′-ones via Sulfuric Acid-Promoted Cascade Cyclization",

abstract = "The sulfuric acid-promoted cascade cyclization of 2-(3-hydroxyprop-1-ynyl)benzonitriles led to an efficient synthesis of spiro[indene-1,1′-isoindolin]-3′-ones. This class of spiro compounds could also be prepared by the sulfuric acid-catalyzed cyclization of 2-(phenylacryloyl)benzonitriles, which were readily derived from 2-(3-hydroxyprop-1-ynyl)benzamides using trifluoroacetic acid as a catalyst.",

author = "Lang Sun and Peng Liu and Jing Wang and Ping Lu and Yanguang Wang",

note = "Publisher Copyright: {\textcopyright} 2017 American Chemical Society.",

year = "2017",

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doi = "10.1021/acs.joc.7b00958",

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T1 - Preparation of Spiro[indene-1,1′-isoindolin]-3′-ones via Sulfuric Acid-Promoted Cascade Cyclization

AU - Sun, Lang

AU - Liu, Peng

AU - Wang, Jing

AU - Lu, Ping

AU - Wang, Yanguang

PY - 2017/8/18

Y1 - 2017/8/18

N2 - The sulfuric acid-promoted cascade cyclization of 2-(3-hydroxyprop-1-ynyl)benzonitriles led to an efficient synthesis of spiro[indene-1,1′-isoindolin]-3′-ones. This class of spiro compounds could also be prepared by the sulfuric acid-catalyzed cyclization of 2-(phenylacryloyl)benzonitriles, which were readily derived from 2-(3-hydroxyprop-1-ynyl)benzamides using trifluoroacetic acid as a catalyst.

AB - The sulfuric acid-promoted cascade cyclization of 2-(3-hydroxyprop-1-ynyl)benzonitriles led to an efficient synthesis of spiro[indene-1,1′-isoindolin]-3′-ones. This class of spiro compounds could also be prepared by the sulfuric acid-catalyzed cyclization of 2-(phenylacryloyl)benzonitriles, which were readily derived from 2-(3-hydroxyprop-1-ynyl)benzamides using trifluoroacetic acid as a catalyst.

UR - https://www.scopus.com/pages/publications/85027542785

U2 - 10.1021/acs.joc.7b00958

DO - 10.1021/acs.joc.7b00958

M3 - Article

C2 - 28731704

AN - SCOPUS:85027542785

SN - 0022-3263

VL - 82

SP - 8407

EP - 8418

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 16

ER -

Preparation of Spiro[indene-1,1′-isoindolin]-3′-ones via Sulfuric Acid-Promoted Cascade Cyclization

Abstract

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