Solid phase synthesis of benzothiazole and thiophene derivatives based on resin-bound cyclic malonic acid ester

Xian Huang; Jing Tang

doi:10.1016/S0040-4020(03)00688-4

Solid phase synthesis of benzothiazole and thiophene derivatives based on resin-bound cyclic malonic acid ester

Xian Huang, Jing Tang

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

25 Scopus citations

Abstract

A new method for the solid phase synthesis of benzothiazoles and 2-arylamino-3-carboxyl-4-hydroxy-5-arylthiophenes is described. Resin bound cyclic malonic acid ester was reacted with aryl isothiocyanates and then with bromine or α-bromoketones, followed by treatment with perchloric acid or sodium methoxide to afford substituted 2-methylbenzothiazoles or 2-arylamino-3-carboxyl-4-hydroxy-5-arylthiophenes, respectively, in high yields and purities.

Original language	English (US)
Pages (from-to)	4851-4856
Number of pages	6
Journal	Tetrahedron
Volume	59
Issue number	26
DOIs	https://doi.org/10.1016/S0040-4020(03)00688-4
State	Published - Jun 23 2003
Externally published	Yes

Bibliographical note

Funding Information:
We are grateful to the Natural Science Foundation of China (Project No.20072032).

Keywords

Benzothiazole
Cyclic malonic acid ester
Resin-bound
Thiophene

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10.1016/S0040-4020(03)00688-4

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title = "Solid phase synthesis of benzothiazole and thiophene derivatives based on resin-bound cyclic malonic acid ester",

abstract = "A new method for the solid phase synthesis of benzothiazoles and 2-arylamino-3-carboxyl-4-hydroxy-5-arylthiophenes is described. Resin bound cyclic malonic acid ester was reacted with aryl isothiocyanates and then with bromine or α-bromoketones, followed by treatment with perchloric acid or sodium methoxide to afford substituted 2-methylbenzothiazoles or 2-arylamino-3-carboxyl-4-hydroxy-5-arylthiophenes, respectively, in high yields and purities.",

keywords = "Benzothiazole, Cyclic malonic acid ester, Resin-bound, Thiophene",

author = "Xian Huang and Jing Tang",

note = "Funding Information: We are grateful to the Natural Science Foundation of China (Project No.20072032).",

year = "2003",

month = jun,

day = "23",

doi = "10.1016/S0040-4020(03)00688-4",

language = "English (US)",

volume = "59",

pages = "4851--4856",

journal = "Tetrahedron",

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TY - JOUR

T1 - Solid phase synthesis of benzothiazole and thiophene derivatives based on resin-bound cyclic malonic acid ester

AU - Huang, Xian

AU - Tang, Jing

N1 - Funding Information: We are grateful to the Natural Science Foundation of China (Project No.20072032).

PY - 2003/6/23

Y1 - 2003/6/23

N2 - A new method for the solid phase synthesis of benzothiazoles and 2-arylamino-3-carboxyl-4-hydroxy-5-arylthiophenes is described. Resin bound cyclic malonic acid ester was reacted with aryl isothiocyanates and then with bromine or α-bromoketones, followed by treatment with perchloric acid or sodium methoxide to afford substituted 2-methylbenzothiazoles or 2-arylamino-3-carboxyl-4-hydroxy-5-arylthiophenes, respectively, in high yields and purities.

AB - A new method for the solid phase synthesis of benzothiazoles and 2-arylamino-3-carboxyl-4-hydroxy-5-arylthiophenes is described. Resin bound cyclic malonic acid ester was reacted with aryl isothiocyanates and then with bromine or α-bromoketones, followed by treatment with perchloric acid or sodium methoxide to afford substituted 2-methylbenzothiazoles or 2-arylamino-3-carboxyl-4-hydroxy-5-arylthiophenes, respectively, in high yields and purities.

KW - Benzothiazole

KW - Cyclic malonic acid ester

KW - Resin-bound

KW - Thiophene

UR - http://www.scopus.com/inward/record.url?scp=0038515133&partnerID=8YFLogxK

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U2 - 10.1016/S0040-4020(03)00688-4

DO - 10.1016/S0040-4020(03)00688-4

M3 - Article

AN - SCOPUS:0038515133

SN - 0040-4020

VL - 59

SP - 4851

EP - 4856

JO - Tetrahedron

JF - Tetrahedron

IS - 26

ER -

Solid phase synthesis of benzothiazole and thiophene derivatives based on resin-bound cyclic malonic acid ester

Abstract

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Keywords

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