Home / Publications / New reactions of Hünig's base with S2Cl2: formation of monocyclic 1,2-dithioles

New reactions of Hünig's base with S2Cl2: formation of monocyclic 1,2-dithioles

Lidia Sergeevna Konstantinova 1
Lidia Sergeevna Konstantinova
, 
Oleg Alexeevich Rakitin 1
Oleg Alexeevich Rakitin
, 
Charles W Rees 2
Charles W Rees
10.1070/MC2001v011n05ABEH001493
Published 2001-10-23
Communication , Volume 11, Issue 5, 165-166
12
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Konstantinova L. S., Rakitin O. A., Rees C. W. New reactions of Hünig's base with S2Cl2: formation of monocyclic 1,2-dithioles // Mendeleev Communications. 2001. Vol. 11. No. 5. pp. 165-166.
GOST all authors (up to 50) Copy
Konstantinova L. S., Rakitin O. A., Rees C. W. New reactions of Hünig's base with S2Cl2: formation of monocyclic 1,2-dithioles // Mendeleev Communications. 2001. Vol. 11. No. 5. pp. 165-166.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1070/MC2001v011n05ABEH001493
UR - https://mendcomm.colab.ws/publications/10.1070/MC2001v011n05ABEH001493
TI - New reactions of Hünig's base with S2Cl2: formation of monocyclic 1,2-dithioles
T2 - Mendeleev Communications
AU - Konstantinova, Lidia Sergeevna
AU - Rakitin, Oleg Alexeevich
AU - Rees, Charles W
PY - 2001
DA - 2001/10/23
PB - Mendeleev Communications
SP - 165-166
IS - 5
VL - 11
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2001_Konstantinova,
author = {Lidia Sergeevna Konstantinova and Oleg Alexeevich Rakitin and Charles W Rees},
title = {New reactions of Hünig's base with S2Cl2: formation of monocyclic 1,2-dithioles},
journal = {Mendeleev Communications},
year = {2001},
volume = {11},
publisher = {Mendeleev Communications},
month = {Oct},
url = {https://mendcomm.colab.ws/publications/10.1070/MC2001v011n05ABEH001493},
number = {5},
pages = {165--166},
doi = {10.1070/MC2001v011n05ABEH001493}
}
MLA
Cite this
MLA Copy
Konstantinova, Lidia Sergeevna, et al. “New reactions of Hünig's base with S2Cl2: formation of monocyclic 1,2-dithioles.” Mendeleev Communications, vol. 11, no. 5, Oct. 2001, pp. 165-166. https://mendcomm.colab.ws/publications/10.1070/MC2001v011n05ABEH001493.

Abstract

Systematic variation of the ratio of Hünig's base 1 to S2Cl2 in their reactions in chloroform shows that, in addition to known tricyclic bisdithiolothiazine thiones 4 and 5, monocyclic dithiole-3-thiones 6 and 7 can be isolated; when the inert base DABCO is added the extent of sulfuration of the products is reduced and thiones are replaced by their oxo analogues, and diisopropylamines 15 are converted into monocyclic dithiol-3-ones 16; an overall mechanistic rationalisation of the results, extending earlier work, is presented.

References

1.
From Hünig's Base to Bis([1,2]dithiolo)- [1,4]thiazines in One Pot: The Fast Route to Highly Sulfurated Heterocycles
Rees C.W., Marcos C.F., Polo C., Torroba T., Rakitin O.A.
Angewandte Chemie International Edition in English, 1997
2.
Selective Syntheses of Bis[1,2]dithiolo[1,4]thiazines and Bis[1,2]dithiolopyrroles from Hünig's Base
Rees C.W., White A.J., Williams D.J., Rakitin O.A., Marcos C.F., Polo C., Torroba T.
Journal of Organic Chemistry, 1998
3.
Tertiary amine-S2Cl2 chemistry: Interception of reaction intermediates
Marcos C.F., Torroba T., Rakitin O.A., Souvorova L.I., Rees C.W., White A.J., Williams D.J.
Chemical Communications, 1998
4.
Synthesis of bis[1,2]dithiolo[1,4]thiazines and a [1,2]dithiolo[1,4]thiazine from tertiary diisopropylamines
Rees C.W., White A.J., Williams D.J., Rakitin O.A., Konstantinova L.S., Marcos C.F., Torroba T.
Journal of Organic Chemistry, 1999
5.
Bis[1,2]dithiolo[3,4-b][4',3'-e][1,4]thiazine-3,5-dione, a planar 1,4-thiazine
Marcos C.F., Torroba T., Rakitin O.A., Rees C.W., White A.J., Williams D.J.
Chemical Communications, 1999
6.
Synthesis of N-unsubstituted bis[1,2]dithiolo[1,4]thiazines and bis[1,2]dithiolopyrroles
Konstantinova L.S., Obruchnikova N.V., Rakitin O.A., Rees C.W., Torroba T.
Journal of the Chemical Society Perkin Transactions 1, 2000
7.
Conversion of W-alkyldiisopropylàmines into yV,/V-bis(5-chloro-3-oxo[1,2]dithiol-4-yl)amines
Barriga S., Konstantinova L.S., Marcos C.F., Rakitin O.A., Rees C.W., Torroba T., White A.J., Williams D.J.
Journal of the Chemical Society Perkin Transactions 1, 1999
8.
1,2-Dithiole-3-thiones and 1,2-Dithiol-3-ones
Pedersen C.T.
Advances in Heterocyclic Chemistry, 1982