Compr. Heterocyclic Chem. III Vol.15 Ring index

194 Pages·2008·2.715 MB·English

by  Katritzky A.R., et al. (eds.)

Ring Index
GEORGE NIKONOV
Gainesville, Florida, USA
with assistance of
ALFRED L. FINOCCHIO
Encenitas, California, USA
Thisindexliststheheterocyclicparentringsystemsandhasbeencompiledfromtheoccurrencesofthosesystems
andtheirderivativesinVolumes1-15inthetext,tables,equations,andschemes.Heterocycleshavebeenincluded
whentheyoccurasastartingmaterial,isolableintermediate,oraproduct,butnotwhentheyarereportedasa
nonisolableintermediateorasolvent.
Compoundsaregenerallyclassifiedaccordingtotheirfullyunsaturatedparentcompound(butseebelow).Thus
substituted,partiallysaturated,andfullysaturatedderivativesof,forexample,pyrroleareallindexedunderpyrrole.
Benzoandsimilarderivativesareincludedunderthemostunsaturatedparentsystem(e.g.,quinoline,thienofuran,
etc.).Foranygivenheterocyclicparentonlyoneindicatedhydrogenisomerappearsinthetext,typicallythemost
stableorthelowestnumberedform;thusallinstancesofpyran,whetherofthe2H-or4H-form,areindexedunder
2H-pyran.Thechargesandadditionalvalencesforanyheterocyclicparentstructurearenotindicated.
TheoverallstylefollowsthatusedinChemicalAbstractsandthefirsttwoeditionsofComprehensiveHeterocyclic
Chemistry,butinordertokeepthesizeoftheindexwithinreasonableboundsmoreattentionhasbeenpaidtothe
monocyclicandbicyclicringsandonlysystemscontaininguptosixfusedringshavebeenincluded.Forthesame
reasonalimitonindividualringsizeinanysystemhasbeenplacedat12atoms.Alsocomplexesofmetals,clusters
andcarcassstructuresarenotincluded.
Heterocyclicsystemscanbenamedbyvariousmethods,dependingonringsize,thepresenceofmetalatoms,the
availabilityoftrivialnames,etc.Forthisindexthenamingoftheheterocyclicparentshasgenerallyfollowedthe
practicesofIUPAC.ThusHantzsch-Widmannameshavebeenemployedformonocyclicsystemsandfortheother
systemswhenthesmallestringsizeisfiveatomsormore,butreplacementnomenclaturehasusuallybeenfollowed
forbicyclicandhighersystemswhentheycontainthree-andfour-memberedrings.Thedrawingofcompoundsand
namingwasdoneusingCSChemDrawUltraprogramwithanapplicationofACSsetting.
Inadditiontothenameandstructureofeachparentsystem,theringnumberingofthesystemhasalsobeengiven
ineverycase.
Indexentriesaredividedintotwocategories,primaryandsecondary.Primaryindexentries(pagenumbersprinted
inbold)occurwhenasignificantpartofachapterisdevotedtoaparticularringsystem.Secondaryindexentriesoccur
whenaheterocyclicsystemismentionedinachapterdevotedtoothersystems.Thismaybe,forexample,asa
startingmaterialorasaproduct,orinadiscussioncomparingproperties.
1
3
AsCP
CGe
2
Phospharsirane
Digermirane
1,718
1,749–793
AsSiTe CIrSi
1H-Tellurarsasilirene Siliridacyclopropane
1,679–693 1,749–793
BXY C(M)N
X,Y-C,N,elements Metallaziridine
1,513–537;1,720 1,749–793
CAs(M) C(M)P
Metallaarsirane Metallaphosphirane
1,749–793 1,749–793
CB2 C(M)S
Diborirane Metallathiirane
1,759 1,749–793
C(M)Si
3H-Diborirene Metallasilirane
1,759 1,749–793
CCoP CMnN
Phosphacobaltacyclopropane Azamanganacyclopropane
1,749–793 1,749–793
CFeP CMnP
Phosphaferracyclopropane Phosphamanganacyclopropane
1,749–793 1,749–793
CFeS CMoP
Thiaferracyclopropane Phosphamolybdacyclopropane
1,749–793 1,749–793
CGeS CMoS
Thiagermirane Thiamolybdacyclopropane
1,787 1,749–793
CNNi
Thiagermirene Azanickelacyclopropane
1,787 1,749–793
CGeSe CNO
Selenagermirane Oxaziridine
1,787 1,559–621
CGeTe
Oxazirine
Telluragermirane
1,559–621
1,787
2
3 RingIndex(3) CPRu
CNP CORe
2H-Azaphosphirene Oxarhenacyclopropane
1,712,715 1,749–793
CNRe COS
Azarhenacyclopropane Oxathiirene
1,749–793 1,641–677
CNS COTi
Thiazirene Oxatitanacyclopropane
1,623–640 1,749–793
COV
Thiazirene Oxavanadacyclopropane
1,623–640 1,749–793
CNSe COW
Selenazirine Oxatungstacyclopropane
1,679–693 1,749–793
CNSi COZr
Azasiliridine Oxazirconacyclopropane
1,773,773–774 1,749–793
CNV COsP
Azavanadacyclopropane Phosphosmacyclopropane
1,749–793 1,749–793
COsS
Azatungstacyclopropane Thiosmacyclopropane
1,749–793 1,749–793
CNZr COsSe
Azazirconacyclopropane Selenosmacyclopropane
1,749–793 1,749–793
CNbO COsTe
Oxaniobacyclopropane Tellurosmacyclopropane
1,749–793 1,679–693
CN2 CO2
Diaziridine Dioxirane
1,539–557 1,641–677;6,150f
CPPt
3H-Diazirine Phosphaplatinacyclopropane
1,539–557;5,508 1,749–793
COFe CPRe
Oxaferracyclopropane Phospharhenacyclopropane
1,749–793 1,749–793
COOs CPRu
Oxosmacyclopropane Phospharuthenacyclopropane
1,749–793 1,749–793
CPSb RingIndex(3) 4
CPSb
Disilirene
Phosphastibirane
1,770
1,719
CSn
2
CPSe
Distannirane
Selenaphosphirene
1,786
1,679–693
CS
2
CPSi Dithiirane
Phosphasilirane 1,641–677
1,773–774
CPW Dithiirane
Phosphatungstacyclopropane 1,641–677
1,749–793
C B
2
Borirane
CPb
2
1,513–537
Diplumbirane
1,770
1H-Borirene
CPdS
1,513–537
Thiapalladacyclopropane
1,749–793
C Ge
2
Germirane
CP
2 1,483–512
Diphosphirane
1,695–747,696,720,733
C N
2
Aziridine
1,1–104;6,100;7,290,290;9,337;2,82
1H-Diphosphirene
1,715
1H-Azirine
1,82;1,105–172;4,522,8,500
3H-Diphosphirene
1,713,720,733
CSW 2H-Azirene
Thiatungstacyclopropane 1,105–172,151;6,155t;6,165t
1,749–793
C O
2
CSZr Oxirane
Thiazirconacyclopropane 1,173–233;2,351,2,783,784
1,749–793
CSeSi Oxirene
Selenasilirene 1,173–233,215;6,153f;6,169f;
1,641–677 6,182–183
CSiW C P
2
Silatungstacyclopropane Phosphirane
1,749–793 1,457–481
CSi
2
Disilirane
1H-Phosphirene
1,770
1,457–481;2,896;2,931
5 RingIndex(3) Si
3
C2S C2Te
Thiirane Tellurirane
1,299–390;2,416 1,433–453
GeSi
2
Thiirene Disilagermacycloprop-1-ene
1,299–390;6,182;8,662 6,669
C2Se Ge2Si
Selenirane Siladigermacyclopropane
1,433–453 2,954–955;3,1206
Selenirene 1-Sila-2,3-digermacycloprop-2-ene
1,433–453 2,964,969
C2Si Ge3
Silirane Trigermilcyclopropane
3,1213–1214 2,955;3,1206
1H-Silirene 1H-Trigermirene
1,483–512;2,931;3,1214 2,964
C Sn PSeC
2
1H-Stannirene Selenaphosphorirane
1,483–512 1,679–693
C(M)O Si3
Metallaoxirane Trisilacyclopropane
1,749–793 2,955
4
C(X)(Y)(Z)
1,2,3-Trisheteraetane
[1,3]Digermetane
2,939–972
2,907–938
[1,2]Digermete
1,2,3-Trisheteraetene
2,911,926;9,932
2,939–972
C NO
2
4H-1,2-Oxazete
CGe O
2 2,689–711
[1,2,4]Oxadigermetane
1,782
[1,2]Oxazetidine
CGe2S 2,689–711
[1,2,4]Thiadigermetane
1,782
[1,3]Oxazetidine
CGe Se 2,689–711
2
[1,2,4]Selenadigermetane
1,782 C2NS
2H-[1,2]Thiazete
2,713–773
CN P
2
[1,3,2]Diazaphosphetidine
2,939–972
4H-1,2-Thiazete
2,713–773
C As
2 2
[1,3]Diarsetane
2,889;9,893 [1,3]Thiazetidine
2,713–773,759
C GeO
2
[1,2]Oxagermetane C2NSe
2,924,924–925 [1,2]Selenazetidine
2,853–874
C GeS
2 C N
[1,2]Thiagermetane 2 2
1,2-Diazete
2,917
2,623–687
C GeSe
2
2H-[1,2]Selenagermete
1,3-Diazete
2,853–874
2,623–687
C GeTe
2
[1,2]Telluragermetane
[1,2]Diazete
2,853–874
2,667
C Ge
2 2
[1,2]Digermetane 1,2-Dihydro-[1,2]diazete
1,489;2,917 2,623–687
6
7 RingIndex(4) C SeTe
2
1,2-Dihydro-[1,3]diazete [1,2]Dioxetane
2,623–687 2,775–794
1,4-Dihydro-[1,2]diazete 1,2-Dioxete
9,440;2,623–687 2,775–794
C PSe
2
3,4-Dihydro-[1,2]diazete [1,2]Selenaphosphetane
2,623–687 2,853–874
[1,2]Diazetidine [1,3]Selenaphosphetane
2,623–687 2,853–874
C PSi
2
[1,3]Diazetidine 1,2-Dihydro-[1,2]phosphasilete
2,623–687 1,701f;2,907–938;2,907–938
C OS
2
1,2-Oxathiete [1,2]Phosphasiletane
2,795–809 2,917
C Ps
2
1,3-Oxathietane [1,3]Diphosphetane
2,795–809 2,876
C P
2 2
[1,2]Oxathietane 1,2-Diphosphete
2,795–809 1,469;2,875–905
C OSe
2
1,3-Oxaselenetane 1,3-Diphosphete
2,853–874 2,876;9,838,839
[1,2]Oxaselenetane 1,2-Dihydro-[1,2]diphosphete
2,853–874 1,469,469
C2OSi C2SSi
2H-1,2-Oxasilete 2H-1,2-Thiasilete
2,907–938 2,907–938
[1,3]Oxasiletane [1,3]Thiasiletane
2,912–913,924,925 2,912–913
C OTe C Sb
2 2 2
[1,2]Oxatelluretane [1,2]Distibetane
2,853–874 2,889
C O C SeTe
2 2 2
1,3-Dioxetane 1,3-Selenatelluretane
2,775–794;9,397 2,853–874
C Se RingIndex(4) 8
2 2
C Se
2 2 Metallacyclobutenes
1,2-Diselenete
2,555–621
2,853–874
1,3-Diselenetane Boretane
2,853–874 2,555–621
C (M)
3
[1,2]Diselenetane Metallacyclobutanes
2,853–874 2,555–621
C As
3
C2Si2 Arsete
1,2-Dihydro-1,2-Disilete 2,479–512
1,508–509
Arsete
1,2-Disilete 2,555–621
2,853–874;2,907–938
C B
3
Borete
2,555–621
[1,3]Disiletane
2,521
C B
3
Boretane
2,555–621
[1,3]Disiletane
2,907–938,910,918,918,921,922 C Bi
3
Bismuthete
C SnTe 2,479–512;2,555–621
2
[1,2]Tellurastannetane
C Co
2,853–874 3
1-Cobaltacyclobuta-1,3-diene
2,555–621
C S
2 2
1,3-Dithietane
C Fe
3
2,811–852;6,469f;6,476f
1-Ferracyclobuta-1,3-diene
2,555–621
C Ge
1,2-Dithiete 3
Germetane
2,811–852
2,513–554
C Ir
3
[1,2]Dithietane
1-Iridacyclobuta-1,3-diene
2,811–852
2,555–621
C Te
2 2 C Mo
3
1,3-Ditelluretane
1-Molybdacyclobuta-1,3-diene
2,853–874
2,555–621
C N
C B 3
3
Azete
2,3-Dihydro-borete
2,704–705;2,94,96;5,224;6,173t
2,555–621
9 RingIndex(4) P Se
2 2
Azetidine Thietane
1,38f,88;2,239–319, 2,389–428
240;9,323;2;3,36
C Sb
3
1,2-Dihydro-stibete
1,2-Dihydro-azete
2,505
2,87
C Se
3
Selenetane
2,3-Dihydro-azete
2,463–477
2,87
C Ni
3 2H-Selenete
1-Nickelacyclobuta-1,3-diene
2,463–477
2,555–621
C Si
3
C O
3 Siletane
2H-Oxete
1,494
2,321–364
C Ta
3
1-Tantalacyclobuta-1,3-diene
Oxetane 2,555–621
2,321–364
C Te
3
C P Telluretane
3
1,2-Dihydro-phosphete 2,463–477
4,1164;14,921–922
2H-Tellurete
C Pd
3
2,463–477
1-Palladacyclobuta-1,3-diene
2,555–621
C Ti
3
C Pt Titanetane
3
1-Platinacyclobuta-1,3-diene 2,555–621
2,555–621
C W
3
C Re
3 Tungstetane
1-Rhenacyclobuta-1,3-diene
2,555–621
2,555–621
C Zr
C Rh 3
3
Zirconetane
1-Rhodacyclobuta-1,3-diene
2,555–621
2,555–621
C S P Se
3 2 2
2H-Thiete 1,3,2,4-diselenadiphosphethane
2,389–428 6,575
5
As
5
1H-Pentarsole
4,5-Dihydro-[1,2,3,4]oxatriazole
6,604f
6,425–439
CBN CN P
3 3
2H-[1,2,3,4]Triazaborole 1H-1,2,3,4-Triazaphosphole
6,620 6,583–601
CNOSeSi
[1,3,5,2]Oxaselenazasilole
5H-1,2,4,3-Triazaphosphole
6,667
6,583–601
CNP Se
2
2,3-Dihydro-[1,4,2,3]selenazadiphosphole CN S
3
6,528t 1,2,3,4-Thiatriazole
6,441–484;6,486t;6,487t;6,494
CN PS
2
1,3,4,2-Thiadiazaphosphole
6,583–601 2,5-Dihydro-[1,2,3,4]thiatriazole
1,630,631
CN PSi
2
[1,3,2,4]Diazaphosphasilolidine
6,667
4,5-Dihydro-[1,2,3,4]thiatriazole
CN P 5,507
2 2
1H-1,2,3,5-Diazadiphosphole
6,583–601
1,2,3,5-Thiatriazole
6,443t;6,485–498
5H-1,4,2,3-Diazadiphosphole
6,583–601
CN Si
3
CN2Se2 1H-1,2,4,3-Triazasilole
1,2,3,5-Diselenadiazole 6,494
6,517–581
CN
4
CN2S2 1H-Tetrazole
1(cid:2)4-[1,2,3,5]Dithiadiazole 5,444;5,598;6,257–423;5,215t;
6,517–581 6,465f;6,478
CP
4
3(cid:2)4-[1,3,2,4]Dithiadiazole 1H-Tetraphosphole
6,517–581 6,583–601
CN O
3
1,2,3,4-Oxatriazole [1,2,3,4]Tetraphospholane
6,425–439;6,478 2,967
CS
4
1,2,3,5-Oxatriazole [1,2,3,4]Tetrathiolane
6,425–439 1,668–669
10