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

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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.\}",

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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 - https://www.scopus.com/pages/publications/85092104179

U2 - 10.1016/j.tet.2020.131634

DO - 10.1016/j.tet.2020.131634

M3 - Article

SN - 0040-4020

VL - 76

JO - Tetrahedron

JF - Tetrahedron

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

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