Premium
One‐Pot Synthesis of 7‐chloro‐2‐arylthieno[3,2‐ b ]pyridin‐3‐ols and Their Derivatization to the Corresponding Arylamino, Arylthio, and Aryloxy Derivatives
Author(s) -
Puvvala Srinu,
Jadhav Vinod D.,
Narkhede Umesh C.,
Farooq Sheikh M.,
Reddy Ch.Venkataramana
Publication year - 2017
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2912
Subject(s) - chemistry , derivatization , phenols , domino , medicinal chemistry , organic chemistry , high performance liquid chromatography , catalysis
A simple and efficient domino reaction for synthesis of 7‐chloro‐2‐arylthieno[3,2‐ b ]pyridin‐3‐ols ( 3 ) followed by derivatization into their corresponding aminoaryl ( 7a–7j ), aryloxy ( 9a–9c ), and thioaryloxy derivatives ( 8a–8k )is presented. The synthesis includes thioalkylation on 3‐position of methyl 4‐chloropicolinate ( 1 ) followed by in situ cyclization to give 7‐chloro‐2‐arylthieno[3,2‐ b ]pyridin‐3‐ols ( 3 ). The substitution of the chloro group with amines, phenols and thiophenols afforded the corresponding derivatives.