Synthesis of (Z)-1-Organylthiobut-1-en-3-ynes: Hydrothiolation of Symmetrical and Unsymmetrical Buta-1,3-diynes


Autoria(s): DABDOUB, Miguel J.; DABDOUB, Vania B.; LENARDAO, Eder J.; HURTADO, Gabriela R.; BARBOSA, Sandro L.; GUERRERO JR., Palimecio G.; NAZARIO, Carlos E. D.; VIANA, Luiz H.; SANTANA, Amanda S.; BARONI, Adriano C. M.
Contribuinte(s)

UNIVERSIDADE DE SÃO PAULO

Data(s)

19/10/2012

19/10/2012

2009

Resumo

Hydrothiolation of 1-organylbuta-1,3-diynes and 1,4-diorganylbuta-1,3-diynes with the sodium organylthiolate anions, which were generated in situ by reacting diphenyl and dibutyl disulfide with NaBH(4) in ethanol, results in the regio-, stereo-, and chemoselective formation of (Z)-1-organylthio-4-organylbut-1-en-3-ynes and (Z)-1-organylthio-1,4-diorganylbut-1-en-3-ynes, respectively.

FAPESP

FUNDECT-MS

FAPERGS

PROPP-UFMS

CNPq

Identificador

SYNLETT, n.6, p.986-990, 2009

0936-5214

http://producao.usp.br/handle/BDPI/20708

10.1055/s-0028-1088196

http://dx.doi.org/10.1055/s-0028-1088196

Idioma(s)

eng

Publicador

GEORG THIEME VERLAG KG

Relação

Synlett

Direitos

restrictedAccess

Copyright GEORG THIEME VERLAG KG

Palavras-Chave #hydrothiolation #organylthiolate anion #vinyl sulfides #1,3-diacetylenes #(Z)-1-organylthiobut-1-en-3-ynes #ALKYL PHENYL SULFIDES #ACYL ANION EQUIVALENTS #RADICAL-ADDITION #VINYL SULFIDES #ALKYLLITHIUM REAGENTS #PARA-TOLUENETHIOL #CARBOXYLIC-ACIDS #ENOL THIOETHERS #ALPHA-OLEFINS #SEQUENCE #Chemistry, Organic
Tipo

article

original article

publishedVersion