Synthesis of thiophosphoramidates in water: Click chemistry for phosphates
Abstract
An aqueous method for the preparation of N,S-dialkyl thiophosphoramidates is reported. Thiophosphorylation of alkylamines was performed using SPCl3 in aqueous reaction media, and the resulting thiophosphoramidate-S-anions were S-alkylated with soft electrophiles. Ranges of amines and electrophiles were explored.
Source:
Chemical Communications, 2011, 47, 21, 6156-6158Publisher:
- Royal Soc Chemistry, Cambridge
Funding / projects:
- Royal Society
- Durham University
Note:
- Peer-reviewed manuscript: http://cherry.chem.bg.ac.rs/handle/123456789/2819
DOI: 10.1039/c1cc11586c
ISSN: 1359-7345
PubMed: 21519599
WoS: 000290628000066
Scopus: 2-s2.0-79956119064
Collections
Institution/Community
Inovacioni centar / Innovation CentreTY - JOUR AU - Trmčić, Milena AU - Hodgson, David R. W. PY - 2011 UR - https://cherry.chem.bg.ac.rs/handle/123456789/1344 AB - An aqueous method for the preparation of N,S-dialkyl thiophosphoramidates is reported. Thiophosphorylation of alkylamines was performed using SPCl3 in aqueous reaction media, and the resulting thiophosphoramidate-S-anions were S-alkylated with soft electrophiles. Ranges of amines and electrophiles were explored. PB - Royal Soc Chemistry, Cambridge T2 - Chemical Communications T1 - Synthesis of thiophosphoramidates in water: Click chemistry for phosphates VL - 47 IS - 21 SP - 6156 EP - 6158 DO - 10.1039/c1cc11586c ER -
@article{ author = "Trmčić, Milena and Hodgson, David R. W.", year = "2011", abstract = "An aqueous method for the preparation of N,S-dialkyl thiophosphoramidates is reported. Thiophosphorylation of alkylamines was performed using SPCl3 in aqueous reaction media, and the resulting thiophosphoramidate-S-anions were S-alkylated with soft electrophiles. Ranges of amines and electrophiles were explored.", publisher = "Royal Soc Chemistry, Cambridge", journal = "Chemical Communications", title = "Synthesis of thiophosphoramidates in water: Click chemistry for phosphates", volume = "47", number = "21", pages = "6156-6158", doi = "10.1039/c1cc11586c" }
Trmčić, M.,& Hodgson, D. R. W.. (2011). Synthesis of thiophosphoramidates in water: Click chemistry for phosphates. in Chemical Communications Royal Soc Chemistry, Cambridge., 47(21), 6156-6158. https://doi.org/10.1039/c1cc11586c
Trmčić M, Hodgson DRW. Synthesis of thiophosphoramidates in water: Click chemistry for phosphates. in Chemical Communications. 2011;47(21):6156-6158. doi:10.1039/c1cc11586c .
Trmčić, Milena, Hodgson, David R. W., "Synthesis of thiophosphoramidates in water: Click chemistry for phosphates" in Chemical Communications, 47, no. 21 (2011):6156-6158, https://doi.org/10.1039/c1cc11586c . .