Design and synthesis of chiral urea-derived iodoarenes and their assessment in the enantioselective dearomatizing cyclization of a naphthyl amide

Muhammad Tariq; Wesley J. Moran

doi:10.1016/j.tet.2020.131634

Design and synthesis of chiral urea-derived iodoarenes and their assessment in the enantioselective dearomatizing cyclization of a naphthyl amide

Muhammad Tariq, Wesley J. Moran

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

8 Citations (Scopus)

Abstract

A novel family of urea-derived chiral iodoarenes was designed and synthesized for use in enantioselective iodine(I/III) catalysis. Their preparation required the development of a bidirectional synthetic strategy. These new chiral iodoarenes were assessed as catalysts in the dearomatizing cyclization of a naphthyl amide and provided moderate yields of product in some cases with low enantioselectivities.

Original language	English
Article number	131634
Journal	Tetrahedron
Volume	76
Issue number	45
Early online date	3 Oct 2020
DOIs	https://doi.org/10.1016/j.tet.2020.131634
Publication status	Published - 6 Nov 2020

Access to Document

10.1016/j.tet.2020.131634Licence: Unspecified

Noformat_Catalysts_ManuscriptAccepted author manuscript, 471 KBLicence: CC BY-NC-ND

Cite this

@article{dd21a0544dd040aa8016368940f89fd7,

title = "Design and synthesis of chiral urea-derived iodoarenes and their assessment in the enantioselective dearomatizing cyclization of a naphthyl amide",

abstract = "A novel family of urea-derived chiral iodoarenes was designed and synthesized for use in enantioselective iodine(I/III) catalysis. Their preparation required the development of a bidirectional synthetic strategy. These new chiral iodoarenes were assessed as catalysts in the dearomatizing cyclization of a naphthyl amide and provided moderate yields of product in some cases with low enantioselectivities.",

keywords = "catalysis, Hypervalent iodine, Urea, Chiral catalysts, Iodoarene, Iodine, Dearomatization, Cyclization, Catalysis",

author = "Muhammad Tariq and Moran, {Wesley J.}",

year = "2020",

month = nov,

day = "6",

doi = "10.1016/j.tet.2020.131634",

language = "English",

volume = "76",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Limited",

number = "45",

}

TY - JOUR

T1 - Design and synthesis of chiral urea-derived iodoarenes and their assessment in the enantioselective dearomatizing cyclization of a naphthyl amide

AU - Tariq, Muhammad

AU - Moran, Wesley J.

PY - 2020/11/6

Y1 - 2020/11/6

N2 - A novel family of urea-derived chiral iodoarenes was designed and synthesized for use in enantioselective iodine(I/III) catalysis. Their preparation required the development of a bidirectional synthetic strategy. These new chiral iodoarenes were assessed as catalysts in the dearomatizing cyclization of a naphthyl amide and provided moderate yields of product in some cases with low enantioselectivities.

AB - A novel family of urea-derived chiral iodoarenes was designed and synthesized for use in enantioselective iodine(I/III) catalysis. Their preparation required the development of a bidirectional synthetic strategy. These new chiral iodoarenes were assessed as catalysts in the dearomatizing cyclization of a naphthyl amide and provided moderate yields of product in some cases with low enantioselectivities.

KW - catalysis

KW - Hypervalent iodine

KW - Urea

KW - Chiral catalysts

KW - Iodoarene

KW - Iodine

KW - Dearomatization

KW - Cyclization

KW - Catalysis

UR - http://www.scopus.com/inward/record.url?scp=85092104179&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2020.131634

DO - 10.1016/j.tet.2020.131634

M3 - Article

VL - 76

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 45

M1 - 131634

ER -

Design and synthesis of chiral urea-derived iodoarenes and their assessment in the enantioselective dearomatizing cyclization of a naphthyl amide

Abstract

Access to Document

Other files and links

Fingerprint

Cite this