BUG: DatetimeIndex.is_year_start breaks on custom business days frequencies bigger then 1C

doc/source/whatsnew/v3.0.0.rst

@@ -419,6 +419,7 @@ Interval
 Indexing
 ^^^^^^^^
 - Bug in :meth:`DataFrame.__getitem__` returning modified columns when called with ``slice`` in Python 3.12 (:issue:`57500`)
+- Bug in :meth:`DatetimeIndex.is_year_start` and :meth:`DatetimeIndex.is_quarter_start` does not raise on Custom business days frequencies bigger then "1C" (:issue:`58664`)
 -
 
 Missing

pandas/_libs/tslibs/fields.pyi

@@ -16,7 +16,7 @@ def get_date_name_field(
 def get_start_end_field(
     dtindex: npt.NDArray[np.int64],
     field: str,
-    freqstr: str | None = ...,
+    freq_name: str | None = ...,
     month_kw: int = ...,
     reso: int = ...,  # NPY_DATETIMEUNIT
 ) -> npt.NDArray[np.bool_]: ...

pandas/_libs/tslibs/fields.pyx

@@ -210,7 +210,7 @@ cdef bint _is_on_month(int month, int compare_month, int modby) noexcept nogil:
 def get_start_end_field(
     const int64_t[:] dtindex,
     str field,
-    str freqstr=None,
+    str freq_name=None,
     int month_kw=12,
     NPY_DATETIMEUNIT reso=NPY_FR_ns,
 ):
@@ -223,7 +223,7 @@ def get_start_end_field(
     ----------
     dtindex : ndarray[int64]
     field : str
-    frestr : str or None, default None
+    freq_name : str or None, default None
     month_kw : int, default 12
     reso : NPY_DATETIMEUNIT, default NPY_FR_ns
 
@@ -243,18 +243,17 @@ def get_start_end_field(
 
     out = np.zeros(count, dtype="int8")
 
-    if freqstr:
-        if freqstr == "C":
+    if freq_name:
+        if freq_name == "C":
             raise ValueError(f"Custom business days is not supported by {field}")
-        is_business = freqstr[0] == "B"
+        is_business = freq_name[0] == "B"
 
         # YearBegin(), BYearBegin() use month = starting month of year.
         # QuarterBegin(), BQuarterBegin() use startingMonth = starting
         # month of year. Other offsets use month, startingMonth as ending
         # month of year.
 
-        if (freqstr[0:2] in ["MS", "QS", "YS"]) or (
-                freqstr[1:3] in ["MS", "QS", "YS"]):
+        if freq_name.lstrip("B")[0:2]  in ["MS", "QS", "YS"]:
             end_month = 12 if month_kw == 1 else month_kw - 1
             start_month = month_kw
         else:

pandas/_libs/tslibs/timestamps.pyx

@@ -579,15 +579,15 @@ cdef class _Timestamp(ABCTimestamp):
         if freq:
             kwds = freq.kwds
             month_kw = kwds.get("startingMonth", kwds.get("month", 12))
-            freqstr = freq.freqstr
+            freq_name = freq.name
         else:
             month_kw = 12
-            freqstr = None
+            freq_name = None
 
         val = self._maybe_convert_value_to_local()
 
         out = get_start_end_field(np.array([val], dtype=np.int64),
-                                  field, freqstr, month_kw, self._creso)
+                                  field, freq_name, month_kw, self._creso)
         return out[0]
 
     @property

pandas/core/arrays/datetimes.py

@@ -145,8 +145,12 @@ def f(self):
                     kwds = freq.kwds
                     month_kw = kwds.get("startingMonth", kwds.get("month", 12))
 
+                if freq is not None:
+                    freq_name = freq.name
+                else:
+                    freq_name = None
                 result = fields.get_start_end_field(
-                    values, field, self.freqstr, month_kw, reso=self._creso
+                    values, field, freq_name, month_kw, reso=self._creso
                 )
             else:
                 result = fields.get_date_field(values, field, reso=self._creso)

pandas/tests/indexes/datetimes/test_scalar_compat.py

@@ -328,3 +328,10 @@ def test_dti_is_month_start_custom(self):
         msg = "Custom business days is not supported by is_month_start"
         with pytest.raises(ValueError, match=msg):
             dti.is_month_start
+
+    def test_dti_is_year_start_freq_custom_business_day_with_digit(self):
+        # GH#58664
+        dr = date_range("2020-01-01", periods=2, freq="2C")
+        msg = "Custom business days is not supported by is_year_start"
+        with pytest.raises(ValueError, match=msg):
+            dr.is_year_start