158585-52-5Relevant academic research and scientific papers
Cu-catalysed direct bis-thiolation of benzoheterocycles with arylsulfonyl hydrazides
Chen, Lingjuan,Pu, Jiangxin,Liu, Ping,Dai, Bin
, p. 456 - 462 (2018)
A series of bis-arylsulfenylated indoles (10), benzofurans (3), and benzothiophenes (3) and of monosulfenylated indoles (5), 12 of which are novel, were prepared in good yields via a Cu-catalysed direct sulfenylation of benzoheterocycles with arylsulfonyl hydrazides. Sulfonothioates are probably the major thiolated intermediates in this transformation.
Metal free sulfenylation and bis-sulfenylation of indoles: Persulfate mediated synthesis
Prasad, Ch. Durga,Kumar, Shailesh,Sattar, Moh.,Adhikary, Amit,Kumar, Sangit
supporting information, p. 8036 - 8040 (2013/12/04)
A method which avoids metal and halogen for the synthesis of 3-arylthioindoles from indoles and diaryl disulfides using ammonium persulfate in methanol has been presented. Moreover, double C-H sulfenylation of indoles at 2 and 3-positions has also been ac
Nonreductive Desulfenylation of 3-Indolyl Sulfides. Improved Syntheses of 2-Substituted Indoles and 2-Indolyl Sulfides
Hamel, Pierre,Zajac, Nicolas,Atkinson, Joseph G.,Girard, Yves
, p. 6372 - 6377 (2007/10/02)
Desulfenylation of 3-indolyl sulfides to the corresponding 3-unsubstituted indoles is usually carried out under reductive conditions, thus accommodating only substituents which are resistant to reduction.We have developed a nonreductive procedure for removal of a sulfide at the 3-position of indoles, using trifluoroacetic acid in the presence of a thiol as trapping agent, which is compatible with a large array of functionalities on the indole ring.In addition, the desulfenylation occurs selectively at the 3-position of the indole, and sulfide groups at other positions of the molecule remain untouched.Thus, indole 2,3-bis-sulfides are selectively desulfenylated at the 3-position, affording 3-unsubstituted 2-indolyl sulfides.This methodology broadens the use of sulfide as a protecting group for the 3-position of indoles.
