Synthesis of sulphur-containing heterocycles by ring closing diene metathesis

Synthesis of sulphur-containing heterocycles by ring closing diene metathesis
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DOI:
10.1016/s0040-4039(97)82967-x
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发表时间:
1996-12-23
影响因子:
1.8
通讯作者:
Christie, BA
Christie, BA
中科院分区:
化学4区
文献类型:
--
作者:
Armstrong, SK;Christie, BA

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我们已经令人惊讶地表明,Schrock钼亚烷基催化剂1可以在含有硫化物基团的底物上进行闭环复分解反应,以> 99%的转化率将二烯丙基硫化物5转化为25-二氢噻吩6。相比之下,钌亚烷基催化剂2(其通常更耐受基材中的官能团)对二烯丙基硫化物不反应。然而,即使钼催化剂1也证明不能催化四硫富瓦烯衍生物7的闭环。版权所有(C)1996 Elsevier Science Ltd
We have shown that, surprisingly, the Schrock molybdenum alkylidene catalyst 1 can perform ring closing metathesis reactions on substrates containing a sulphide group, converting diallyl sulphide 5 to 25-dihydrothiophene 6 with > 99 % conversion. By contrast, the ruthenium alkylidene catalyst 2, which is generally more tolerant of functional groups in the substrate, is unreactive towards diallylsulphide. However even the molybdenum catalyst 1 proved unable to catalyse ring closure of tetrathiafulvalene derivative 7. Copyright (C) 1996 Elsevier Science Ltd