THERMOLYSIS OF SOME 4-SUBSTITUTED AND 5-SUBSTITUTED ISOTHIAZOLES IN GAS-PHASE

被引:6
作者
CASTILLO, GE [1 ]
BERTORELLO, HE [1 ]
机构
[1] UNIV NACL CORDOBA,FAC CIENCIAS QUIM,DEPT QUIM ORGAN,CORDOBA,ARGENTINA
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1978年 / 04期
关键词
D O I
10.1039/p19780000325
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new synthesis of thioketens is described by the gas-phase thermolysis of the 4- or 5-substituted isothiazoles (1) - (3). It is believed that the reactions may involve thioxocarbenes (8) orthiirens (9) as short-lived intermediates. A scheme for the reaction mechanism is proposed in the light of results of chemical trapping experiments and the activation parameters found.
引用
收藏
页码:325 / 328
页数:4
相关论文
共 29 条
[1]  
BERTORELLO HE, B ACADEMIA NACIONAL
[2]  
CASTILLO GE, 1975, 6 C ARG FARM BIOQ MA
[3]  
COLLARDCHARON C, 1963, B SOC CHIM BELG, V72, P304
[4]   MECHANISM OF WOLFF REARRANGEMENT .5. SEMIEMPIRICAL MOLECULAR-ORBITAL CALCULATIONS ON ALPHA-DIAZO KETONES, OXIRENES, AND RELATED REACTION INTERMEDIATE [J].
CSIZMADI.IG ;
GUNNING, HE ;
GOSAVI, RK ;
STRAUSZ, OP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (01) :133-137
[5]   MINDO-3 AND NDDO STUDY OF ANTIAROMATIC 3-MEMBERED RINGS AND THEIR VALENCE TAUTOMERS [J].
DEWAR, MJS ;
RAMSDEN, CA .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1973, (18) :688-689
[6]   DI-T-BUTYLTHIOKETENE [J].
ELAM, EU ;
RASH, FH ;
DOUGHERT.JT ;
GOODLETT, VW ;
BRANNOCK, KC .
JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (07) :2738-&
[7]  
FRANZ JE, 1970, TETRAHEDRON LETT, P1381
[8]   NON-EMPIRICAL MOLECULAR-ORBITAL STUDY OF WOLFF REARRANGEMENT [J].
HOPKINSON, AC .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1973, (06) :794-795
[9]  
HOWARD EG, 1962, Patent No. 3035030
[10]  
KOJIMA M, 1970, J CHEM SOC CHEM COMM, P386