NDLI: “On water” organic synthesis: a highly efficient and clean synthesis of 2-aryl/heteroaryl/styryl benzothiazoles and 2-alkyl/aryl alkyl benzothiazolines

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“On water” organic synthesis: a highly efficient and clean synthesis of 2-aryl/heteroaryl/styryl benzothiazoles and 2-alkyl/aryl alkyl benzothiazolines

Content Provider	Semantic Scholar
Author	Chakraborti, Asit Rudrawar, Santosh Jadhav, Kirtikumar B. Kaur, Gurmeet Chankeshwara, Sunay V.
Copyright Year	2007
Abstract	A convenient and clean “on water”-mediated synthesis of benzothiazoles/benzothiazolines is reported. Aromatic, heteroaromatic, and styryl aldehydes are converted to 2-substituted benzothiazoles in high yields in a one-pot reaction with 2-aminothiophenol in water at 110 °C (oil-bath). Alkyl and aryl alkyl aldehydes afforded the benzothiazolines. The reaction is highly chemoselective with no competitive thia-Michael addition, O-dealkylation/debenzoylation, reduction of the nitro or the α,β-unsaturated carbonyl groups, and substitution of the halogen atom or the nitro group. The reaction is found to be general with respect to the 2-aminothiophenol substrate through the reaction of a few substituted 2-aminothiophenols with a few representative aromatic and aliphatic aldehydes. The procedure does not involve the use of any additional reagent/catalyst, produces no waste, and represents a green synthetic protocol.
Starting Page	1335
Ending Page	1340
Page Count	6
File Format	PDF HTM / HTML
DOI	10.1039/B710414F
Alternate Webpage(s)	http://www.rsc.org/suppdata/gc/b7/b710414f/b710414f1.pdf
Alternate Webpage(s)	https://doi.org/10.1039/B710414F
Volume Number	9
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article

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