Synthesis of 2-arylthio arylcyanamides from 2-iodoaryl isothiocyanates via a one-pot three-component reaction

Pinapati, Srinivasarao; Mandapati, Usharani; Tamminana, Ramana; Rudraraju, Rameshraju

doi:10.1039/c7nj01702b

Cited by 9 publications

(2 citation statements)

References 45 publications

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“…for the realization of C-N bond formation over the C-S bond formation (Scheme 25). 33 A chiral squaramide catalyzed Michael/cyclisation reaction of alkylidene pyrazolones (63) and 3-isothiocyanato thiobutyrolactone (64) has been demonstrated by Peng's group. The targeted bispiro[ pyrazolonethiobutyrolactone] (65) skeletons having three adjoining stereocenters were obtained in up to 90% yield, >20 : 1 dr and >99% ee (Scheme 26).…”

Section: Organic and Biomolecular Chemistry Reviewmentioning

confidence: 99%

“…Another one-pot three-component strategy was developed by Rudraraju et al for the synthesis of substituted 2-arylthio arylcyanamides ( 134 ). 64 They utilized cheap and readily available Fe 2 (SO 4 )·3H 2 O as the catalyst for carrying out this domino C–S coupling reaction. The reaction involved the formation of 2-iodophenyl thiourea from 2-iodoaryl isothiocyanates ( 132 ) and aqueous NH 3 .…”

Section: Reactivity Of Alkyl/aryl Itcsmentioning

confidence: 99%

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Isothiocyanates: happy-go-lucky reagents in organic synthesis

Das,

Dahiya,

Patel

2024

Org. Biomol. Chem.

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Section: Organic and Biomolecular Chemistry Reviewmentioning

confidence: 99%

Section: Reactivity Of Alkyl/aryl Itcsmentioning

confidence: 99%

Isothiocyanates: happy-go-lucky reagents in organic synthesis

Das,

Dahiya,

Patel

2024

Org. Biomol. Chem.

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Copper‐catalyzed multicomponent green reaction approach: Synthesis of dihydropyrano [2,3‐c] pyrazoles and evaluation of their anti‐cancer activity

Kumar

Tamminana

2022

Journal of Heterocyclic Chem

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A facile, efficient, and simple one‐pot multi‐component protocol for the synthesis of pyrano[2,3‐c] pyrazoles has been developed using a cheap and readily available copper catalyst under moderate reaction conditions. Target products are obtained from aromatic aldehyde via Knoevenagel condensation and Michael addition reactions. Functional group tolerance and reaction mechanisms have also been examined in this methodology. In addition, we have also evaluated the anti‐cancer activity of the target products and we have attempted this method for practical utility purposes also.

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A Novel Route to Substituted 2‐(N‐Arylamino)benzothiazoles via Iron‐Promoted C‐S Bond Formation

et al. 2019

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The synthesis of 2‐aminobenzothiazoles has been demonstrated in the presence of transition metal under mild reaction conditions. In this paper, disubstituted thioureas have also been reported from isothiocyanates at room temperature. Subsequently, C−S cross‐coupling reaction was described for the construction of benzothiazoles using cheap, readily available and air stable Iron catalyst. Moreover, no other byproducts could be observed except target products. Furthermore, control experiments were performed for reveal the mechanism. In addition, a broad range of substrate scope has been explored.

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Synthesis of 2-arylthio arylcyanamides from 2-iodoaryl isothiocyanates via a one-pot three-component reaction

Abstract: Consecutive addition/domino C–S cross-coupling reaction has been developed for the synthesis of 2-arylthio arylcyanamides.

Cited by 9 publications

References 45 publications

Isothiocyanates: happy-go-lucky reagents in organic synthesis

Isothiocyanates: happy-go-lucky reagents in organic synthesis

Copper‐catalyzed multicomponent green reaction approach: Synthesis of dihydropyrano [2,3‐c] pyrazoles and evaluation of their anti‐cancer activity

A Novel Route to Substituted 2‐(N‐Arylamino)benzothiazoles via Iron‐Promoted C‐S Bond Formation

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