Iron Promoted Ring Opening and Ring Closing Cascade (ROCC) Reaction of Ortho-Carboxy-Isoxazoles Leading to Isoindolinone Derivatives

Ramakrishna Gudipati; Vankudoth Jayaram; Karri Raghavulu; Dinesh Bhoot; Keloth Basavaiah; Satyanarayana Yennam; Manoranjan Behera

doi:10.1002/ejoc.202100716

Iron Promoted Ring Opening and Ring Closing Cascade (ROCC) Reaction of Ortho-Carboxy-Isoxazoles Leading to Isoindolinone Derivatives

Ramakrishna Gudipati, Vankudoth Jayaram, Karri Raghavulu, Dinesh Bhoot, Keloth Basavaiah, Satyanarayana Yennam, Manoranjan Behera

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

Abstract

An efficient and convenient route for the synthesis of various functionalized 3-alkylidene isoindolin-1-ones is presented. The synthesis involves the ring opening and ring closing cascade (ROCC) reaction of ortho-carboxy-isoxazole using Fe/NH₄Cl. This is the first report for the synthesis of 3-alkylidene isoindolin-1-one using Fe/NH₄Cl.

Original language	English (US)
Pages (from-to)	5127-5134
Number of pages	8
Journal	European Journal of Organic Chemistry
Volume	2021
Issue number	37
DOIs	https://doi.org/10.1002/ejoc.202100716
State	Published - Oct 7 2021
Externally published	Yes

Keywords

Fe rearrangement
Isoindolinones
Isoxazoles
Natural products

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1002/ejoc.202100716

Cite this

@article{714b285bb9ce48dea8b218961f4a38fa,

title = "Iron Promoted Ring Opening and Ring Closing Cascade (ROCC) Reaction of Ortho-Carboxy-Isoxazoles Leading to Isoindolinone Derivatives",

abstract = "An efficient and convenient route for the synthesis of various functionalized 3-alkylidene isoindolin-1-ones is presented. The synthesis involves the ring opening and ring closing cascade (ROCC) reaction of ortho-carboxy-isoxazole using Fe/NH4Cl. This is the first report for the synthesis of 3-alkylidene isoindolin-1-one using Fe/NH4Cl.",

keywords = "Fe rearrangement, Isoindolinones, Isoxazoles, Natural products",

author = "Ramakrishna Gudipati and Vankudoth Jayaram and Karri Raghavulu and Dinesh Bhoot and Keloth Basavaiah and Satyanarayana Yennam and Manoranjan Behera",

note = "Publisher Copyright: {\textcopyright} 2021 Wiley-VCH GmbH",

year = "2021",

month = oct,

day = "7",

doi = "10.1002/ejoc.202100716",

language = "English (US)",

volume = "2021",

pages = "5127--5134",

journal = "European Journal of Organic Chemistry",

issn = "1434-193X",

publisher = "Wiley-VCH Verlag",

number = "37",

}

TY - JOUR

T1 - Iron Promoted Ring Opening and Ring Closing Cascade (ROCC) Reaction of Ortho-Carboxy-Isoxazoles Leading to Isoindolinone Derivatives

AU - Gudipati, Ramakrishna

AU - Jayaram, Vankudoth

AU - Raghavulu, Karri

AU - Bhoot, Dinesh

AU - Basavaiah, Keloth

AU - Yennam, Satyanarayana

AU - Behera, Manoranjan

PY - 2021/10/7

Y1 - 2021/10/7

N2 - An efficient and convenient route for the synthesis of various functionalized 3-alkylidene isoindolin-1-ones is presented. The synthesis involves the ring opening and ring closing cascade (ROCC) reaction of ortho-carboxy-isoxazole using Fe/NH4Cl. This is the first report for the synthesis of 3-alkylidene isoindolin-1-one using Fe/NH4Cl.

AB - An efficient and convenient route for the synthesis of various functionalized 3-alkylidene isoindolin-1-ones is presented. The synthesis involves the ring opening and ring closing cascade (ROCC) reaction of ortho-carboxy-isoxazole using Fe/NH4Cl. This is the first report for the synthesis of 3-alkylidene isoindolin-1-one using Fe/NH4Cl.

KW - Fe rearrangement

KW - Isoindolinones

KW - Isoxazoles

KW - Natural products

UR - http://www.scopus.com/inward/record.url?scp=85117123722&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85117123722&partnerID=8YFLogxK

U2 - 10.1002/ejoc.202100716

DO - 10.1002/ejoc.202100716

M3 - Article

AN - SCOPUS:85117123722

SN - 1434-193X

VL - 2021

SP - 5127

EP - 5134

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 37

ER -

Iron Promoted Ring Opening and Ring Closing Cascade (ROCC) Reaction of Ortho-Carboxy-Isoxazoles Leading to Isoindolinone Derivatives

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this