An evaluation of credentials of a multicomponent reaction for the synthesis of isothioureas through the use of a holistic CHEM21 green metrics toolkit

TY - JOUR

T1 - An evaluation of credentials of a multicomponent reaction for the synthesis of isothioureas through the use of a holistic CHEM21 green metrics toolkit

AU - Abou-Shehada, S.

AU - Mampuys, P.

AU - Maes, B. U.W.

AU - Clark, J. H.

AU - Summerton, L.

N1 - © The Royal Society of Chemistry 2016. This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details.

PY - 2017/1/7

Y1 - 2017/1/7

N2 - Multicomponent reactions (MCRs) are considered green and material efficient methods for the synthesis of organic compounds, however very few studies have investigated the metrics of the upstream processes involved to achieve the starting materials used in these reactions. A novel MCR-approach for the synthesis of N-cyclohexyl-S-methyl-N′-phenylisothiourea from S-methyl methanethiosulfonate, cyclohexyl isocyanide and aniline was appraised in terms of its green metrics using the CHEM21 green metrics toolkit and compared with those of the state of the art approach. The upstream process leading to the component starting materials for both approaches were also appraised to gain an insight into how the greenness of both methods translate from the raw materials to the final product.

AB - Multicomponent reactions (MCRs) are considered green and material efficient methods for the synthesis of organic compounds, however very few studies have investigated the metrics of the upstream processes involved to achieve the starting materials used in these reactions. A novel MCR-approach for the synthesis of N-cyclohexyl-S-methyl-N′-phenylisothiourea from S-methyl methanethiosulfonate, cyclohexyl isocyanide and aniline was appraised in terms of its green metrics using the CHEM21 green metrics toolkit and compared with those of the state of the art approach. The upstream process leading to the component starting materials for both approaches were also appraised to gain an insight into how the greenness of both methods translate from the raw materials to the final product.

UR - http://www.scopus.com/inward/record.url?scp=85024859343&partnerID=8YFLogxK

U2 - 10.1039/c6gc01928e

DO - 10.1039/c6gc01928e

M3 - Article

AN - SCOPUS:85024859343

SN - 1463-9270

VL - 19

SP - 249

EP - 258

JO - Green Chemistry

JF - Green Chemistry

IS - 1

ER -