Synthesis of 2H-4,8-dimethylthieno[2′,3′: 5,6]naphtho[1,2-b]pyran-2-one with potential photobiological activity to DNA

Zhi Fu Tao; Xuhong Qian

doi:10.1080/10426509608046416

Synthesis of 2H-4,8-dimethylthieno[2′,3′: 5,6]naphtho[1,2-b]pyran-2-one with potential photobiological activity to DNA

Zhi Fu Tao, Xuhong Qian

East China University of Science and Technology

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

8 Scopus citations

Abstract

2H-4,8-Dimethylthieno[2′,3′:5,6]naphtho[1,2-b]pyran-2-one (7), a potential photobiological agent, was synthesized in six steps starting from commercially available 1,5-naphthalenediol. A Newman-Kwart rearrangement of naphthopyrone 2 and an unusual S-Claisen rearrangement of naphthopyrone 5 are the key steps. The structures of 7 and its precursors were fully characterized.

Original language	English
Pages (from-to)	109-113
Number of pages	5
Journal	Phosphorus, Sulfur and Silicon and the Related Elements
Volume	114
Issue number	1-4
DOIs	https://doi.org/10.1080/10426509608046416
State	Published - 1996
Externally published	Yes

Keywords

DNA
Naphthopyrone
Newman-Kwart rearrangement
Photobiological agent
S-claisen rearrangement
Thienonaphthopyrone

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10.1080/10426509608046416

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title = "Synthesis of 2H-4,8-dimethylthieno[2′,3′: 5,6]naphtho[1,2-b]pyran-2-one with potential photobiological activity to DNA",

abstract = "2H-4,8-Dimethylthieno[2′,3′:5,6]naphtho[1,2-b]pyran-2-one (7), a potential photobiological agent, was synthesized in six steps starting from commercially available 1,5-naphthalenediol. A Newman-Kwart rearrangement of naphthopyrone 2 and an unusual S-Claisen rearrangement of naphthopyrone 5 are the key steps. The structures of 7 and its precursors were fully characterized.",

keywords = "DNA, Naphthopyrone, Newman-Kwart rearrangement, Photobiological agent, S-claisen rearrangement, Thienonaphthopyrone",

author = "Tao, \{Zhi Fu\} and Xuhong Qian",

year = "1996",

doi = "10.1080/10426509608046416",

language = "英语",

volume = "114",

pages = "109--113",

journal = "Phosphorus, Sulfur and Silicon and the Related Elements",

issn = "1042-6507",

publisher = "Taylor and Francis Ltd.",

number = "1-4",

}

TY - JOUR

T1 - Synthesis of 2H-4,8-dimethylthieno[2′,3′

T2 - 5,6]naphtho[1,2-b]pyran-2-one with potential photobiological activity to DNA

AU - Tao, Zhi Fu

AU - Qian, Xuhong

PY - 1996

Y1 - 1996

N2 - 2H-4,8-Dimethylthieno[2′,3′:5,6]naphtho[1,2-b]pyran-2-one (7), a potential photobiological agent, was synthesized in six steps starting from commercially available 1,5-naphthalenediol. A Newman-Kwart rearrangement of naphthopyrone 2 and an unusual S-Claisen rearrangement of naphthopyrone 5 are the key steps. The structures of 7 and its precursors were fully characterized.

AB - 2H-4,8-Dimethylthieno[2′,3′:5,6]naphtho[1,2-b]pyran-2-one (7), a potential photobiological agent, was synthesized in six steps starting from commercially available 1,5-naphthalenediol. A Newman-Kwart rearrangement of naphthopyrone 2 and an unusual S-Claisen rearrangement of naphthopyrone 5 are the key steps. The structures of 7 and its precursors were fully characterized.

KW - DNA

KW - Naphthopyrone

KW - Newman-Kwart rearrangement

KW - Photobiological agent

KW - S-claisen rearrangement

KW - Thienonaphthopyrone

UR - https://www.scopus.com/pages/publications/0009643501

U2 - 10.1080/10426509608046416

DO - 10.1080/10426509608046416

M3 - 文章

AN - SCOPUS:0009643501

SN - 1042-6507

VL - 114

SP - 109

EP - 113

JO - Phosphorus, Sulfur and Silicon and the Related Elements

JF - Phosphorus, Sulfur and Silicon and the Related Elements

IS - 1-4

ER -

Synthesis of 2H-4,8-dimethylthieno[2′,3′: 5,6]naphtho[1,2-b]pyran-2-one with potential photobiological activity to DNA

Abstract

Keywords

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