One-pot three-component synthesis and oxidation of functionalized tetrahydrobenzo[d]pyrrolo[2,1-b]thiazoles
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DOI: 10.1007/s11030-018-9818-3
Abstract: Triethylamine-promoted cycloaddition reactions of N-phenacyl and N-alkoxycarbonylmethylbenzothiazolium bromides with aromatic aldehydes and malononitrile (ethyl cyanoacetate, pivaloylacetonitrile) in ethanol afforded functionalized tetrahydrobenzo[d]pyrrolo[2,1-b]thiazoles in good yields and various diastereoselectivity. The oxidation reaction of the functionalized tetrahydrobenzo[d]pyrrolo[2,1-b]thiazoles with… read more here.
Keywords: oxidation; tetrahydrobenzo pyrrolo; pyrrolo thiazoles; reaction ... See more keywords
Stepwise cycloaddition reaction of N-phenacylbenzothiazolium bromides and nitroalkenes for tetrahydro-, dihydro- and benzo[d]pyrrolo[2,1-b]thiazoles
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DOI: 10.1038/srep46470
Abstract: The triethylamine promoted stepwise 1,3-dipolar cycloaddition reaction of N-phenacylbenzothiazolium bromides with nitroalkenes in ethanol resulted in a mixture of two isomeric tetrahydrobenzo[d]pyrrolo[2,1-b]thiazoles with cis/trans/cis- and all-trans-configurations. More importantly, the corresponding dihydrobenzo[d]pyrrolo[2,1-b]thiazoles can be selectively prepared… read more here.
Keywords: pyrrolo; reaction phenacylbenzothiazolium; benzo pyrrolo; pyrrolo thiazoles ... See more keywords
Diastereoselective synthesis of benzo[d]chromeno[3′,4′:3,4]pyrrolo[2,1-b]thiazoles via cycloaddition reaction of benzothiazolium salts with 3-nitrochromenes
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DOI: 10.1039/c7ra06548e
Abstract: The triethylamine mediated 1,3-dipolar cycloaddition reaction of 2-phenacyl- or 2-alkoxycarbonylmethylbenzothiazolium bromides with 3-nitrochromenes in ethanol at room temperature afforded functionalized tetrahydrobenzo[d]chromeno[3′,4′:3,4]pyrrolo[2,1-b]thiazoles in 83–95% yields and with high diastereoselectivity. The corresponding dehydrogenated benzo[d]chromeno[3′,4′:3,4]pyrrolo[2,1-b]thiazoles were also easily… read more here.
Keywords: reaction; pyrrolo thiazoles; chromeno pyrrolo; cycloaddition ... See more keywords