Palladium-catalyzed oxidative cyclization of aniline-tethered alkylidenecyclopropanes with O-2: a facile protocol to selectively synthesize 2-and 3-vinylindoles: a facile protocol to selectively synthesize 2- and 3-vinylindoles

Bo Cao; Marwan Simaan; Ilan Marek; Yin Wei; Min Shi

doi:https://doi.org/10.1039/c6cc08731k

Palladium-catalyzed oxidative cyclization of aniline-tethered alkylidenecyclopropanes with O-2: a facile protocol to selectively synthesize 2-and 3-vinylindoles: a facile protocol to selectively synthesize 2- and 3-vinylindoles

Bo Cao, Marwan Simaan, Ilan Marek, Yin Wei, Min Shi

Technion - Israel Institute of Technology

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

Abstract

A novel palladium-catalyzed oxidative cyclization of aniline-tethered alkylidenecyclopropanes using molecular oxygen as the terminal oxidant through β-carbon elimination of aminopalladation intermediates is disclosed. The reaction opens up an effective way to obtain a series of 2- and 3-vinylindoles which are important synthetic intermediates in many natural indole derivatives.

Original language	English
Pages (from-to)	216-219
Number of pages	4
Journal	Chemical Communications
Volume	53
Issue number	1
DOIs	https://doi.org/10.1039/c6cc08731k
State	Published - 4 Jan 2017

All Science Journal Classification (ASJC) codes

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

Access to Document

https://doi.org/10.1039/c6cc08731k

Fingerprint

Dive into the research topics of 'Palladium-catalyzed oxidative cyclization of aniline-tethered alkylidenecyclopropanes with O-2: a facile protocol to selectively synthesize 2-and 3-vinylindoles: a facile protocol to selectively synthesize 2- and 3-vinylindoles'. Together they form a unique fingerprint.

Cite this

@article{56b80077c63942e2959adfb8b2493a09,

title = "Palladium-catalyzed oxidative cyclization of aniline-tethered alkylidenecyclopropanes with O-2: a facile protocol to selectively synthesize 2-and 3-vinylindoles: a facile protocol to selectively synthesize 2- and 3-vinylindoles",

abstract = "A novel palladium-catalyzed oxidative cyclization of aniline-tethered alkylidenecyclopropanes using molecular oxygen as the terminal oxidant through β-carbon elimination of aminopalladation intermediates is disclosed. The reaction opens up an effective way to obtain a series of 2- and 3-vinylindoles which are important synthetic intermediates in many natural indole derivatives.",

author = "Bo Cao and Marwan Simaan and Ilan Marek and Yin Wei and Min Shi",

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

year = "2017",

month = jan,

day = "4",

doi = "https://doi.org/10.1039/c6cc08731k",

language = "الإنجليزيّة",

volume = "53",

pages = "216--219",

number = "1",

}

Cao, B, Simaan, M, Marek, I, Wei, Y & Shi, M 2017, 'Palladium-catalyzed oxidative cyclization of aniline-tethered alkylidenecyclopropanes with O-2: a facile protocol to selectively synthesize 2-and 3-vinylindoles: a facile protocol to selectively synthesize 2- and 3-vinylindoles', Chemical Communications, vol. 53, no. 1, pp. 216-219. https://doi.org/10.1039/c6cc08731k

Palladium-catalyzed oxidative cyclization of aniline-tethered alkylidenecyclopropanes with O-2: a facile protocol to selectively synthesize 2-and 3-vinylindoles: a facile protocol to selectively synthesize 2- and 3-vinylindoles. / Cao, Bo; Simaan, Marwan; Marek, Ilan et al.
In: Chemical Communications, Vol. 53, No. 1, 04.01.2017, p. 216-219.

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

TY - JOUR

T1 - Palladium-catalyzed oxidative cyclization of aniline-tethered alkylidenecyclopropanes with O-2: a facile protocol to selectively synthesize 2-and 3-vinylindoles

T2 - a facile protocol to selectively synthesize 2- and 3-vinylindoles

AU - Cao, Bo

AU - Simaan, Marwan

AU - Marek, Ilan

AU - Wei, Yin

AU - Shi, Min

PY - 2017/1/4

Y1 - 2017/1/4

N2 - A novel palladium-catalyzed oxidative cyclization of aniline-tethered alkylidenecyclopropanes using molecular oxygen as the terminal oxidant through β-carbon elimination of aminopalladation intermediates is disclosed. The reaction opens up an effective way to obtain a series of 2- and 3-vinylindoles which are important synthetic intermediates in many natural indole derivatives.

AB - A novel palladium-catalyzed oxidative cyclization of aniline-tethered alkylidenecyclopropanes using molecular oxygen as the terminal oxidant through β-carbon elimination of aminopalladation intermediates is disclosed. The reaction opens up an effective way to obtain a series of 2- and 3-vinylindoles which are important synthetic intermediates in many natural indole derivatives.

UR - http://www.scopus.com/inward/record.url?scp=85006957555&partnerID=8YFLogxK

U2 - https://doi.org/10.1039/c6cc08731k

DO - https://doi.org/10.1039/c6cc08731k

M3 - مقالة

SN - 1359-7345

VL - 53

SP - 216

EP - 219

JO - Chemical Communications

JF - Chemical Communications

IS - 1

ER -

Palladium-catalyzed oxidative cyclization of aniline-tethered alkylidenecyclopropanes with O-2: a facile protocol to selectively synthesize 2-and 3-vinylindoles: a facile protocol to selectively synthesize 2- and 3-vinylindoles

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this